{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,16]],"date-time":"2026-10-16T18:41:04Z","timestamp":1792176064345,"version":"4.4.0"},"reference-count":68,"publisher":"American Chemical Society (ACS)","issue":"23","license":[{"start":{"date-parts":[[2026,6,2]],"date-time":"2026-06-02T00:00:00Z","timestamp":1780358400000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2026,6,2]],"date-time":"2026-06-02T00:00:00Z","timestamp":1780358400000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2026,6,2]],"date-time":"2026-06-02T00:00:00Z","timestamp":1780358400000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-045"}],"funder":[{"DOI":"10.13039\/501100002858","name":"China Postdoctoral Science Foundation","doi-asserted-by":"publisher","award":["2024M762086"],"award-info":[{"award-number":["2024M762086"]}],"id":[{"id":"10.13039\/501100002858","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100012600","name":"ShanghaiTech University","doi-asserted-by":"publisher","award":["NA"],"award-info":[{"award-number":["NA"]}],"id":[{"id":"10.13039\/501100012600","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/na","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["22222107"],"award-info":[{"award-number":["22222107"]}],"id":[{"id":"10.13039\/na","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/na","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["22571199"],"award-info":[{"award-number":["22571199"]}],"id":[{"id":"10.13039\/na","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2026,6,17]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>Axially chiral alkylidenecycloalkanes and spiranes represent two intriguing classes of axially chiral cycloalkane-type molecules that have received considerably less research attention compared to axially chiral atropisomers and allenes. In principle, the asymmetric formation of a stereocenter could enable a unified synthesis of these two types of axially chiral scaffolds. However, due to the significant challenges associated with remote stereocontrol, enzymatic reduction remains the only method reported to date. In this work, we present a unified organocatalytic asymmetric reductive amination protocol for the synthesis of axially chiral spiranes and alkylidenecycloalkanes. By fine-tuning the extended ortho-aryl substituents on chiral phosphoric acid (CPA) catalysts, the reductive amination of prochiral spirane ketones or alkylidene cycloalkanones with aromatic amines and Hantzsch esters afforded both classes of axially chiral products in high yields and with excellent enantioselectivities. Detailed computational studies were conducted to elucidate the origin of the precise remote stereocontrol, highlighting the critical role of multiple noncovalent interactions (NCIs) between the catalyst\u2019s extended ortho-aryl groups and the substrates. The operational simplicity, broad substrate scope, ease of scale-up, and straightforward access to both enantiomers underscore the significant value of this methodology.<\/jats:p>","DOI":"10.1021\/jacs.6c06853","type":"journal-article","created":{"date-parts":[[2026,6,2]],"date-time":"2026-06-02T17:26:22Z","timestamp":1780421182000},"page":"24487-24498","source":"Crossref","is-referenced-by-count":5,"title":["Unified Organocatalytic\nEnantioselective Approach\nto Axially Chiral Spiranes and Alkylidenecycloalkanes"],"prefix":"10.1021","volume":"148","author":[{"given":"Qianwen","family":"Jiang","sequence":"first","affiliation":[{"name":"ShanghaiTech University , , ,","place":["Shanghai, China, 201210"]},{"name":"Nankai University , , ,","place":["Tianjin, China, 300071"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Changyu","family":"Zhou","sequence":"additional","affiliation":[{"name":"ShanghaiTech University , , ,","place":["Shanghai, China, 201210"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Chong-Lei","family":"Ji","sequence":"additional","affiliation":[{"name":"ShanghaiTech University , , ,","place":["Shanghai, China, 201210"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Kehui","family":"Gao","sequence":"additional","affiliation":[{"name":"ShanghaiTech University , , ,","place":["Shanghai, China, 201210"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jinmiao","family":"Zhou","sequence":"additional","affiliation":[{"name":"ShanghaiTech University , , ,","place":["Shanghai, China, 201210"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3593-1521","authenticated-orcid":true,"given":"Qinghai","family":"Zhou","sequence":"additional","affiliation":[{"name":"Shanghai Normal University , , ,","place":["Shanghai, China, 200234"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0756-0671","authenticated-orcid":true,"given":"Xiaoyu","family":"Yang","sequence":"additional","affiliation":[{"name":"ShanghaiTech University , , ,","place":["Shanghai, China, 201210"]},{"name":"Nankai University , , ,","place":["Tianjin, China, 300071"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,6,2]]},"reference":[{"issue":"2","key":"2026073023174847100_cit1","doi-asserted-by":"publisher","first-page":"563","DOI":"10.1021\/cr100155e","article-title":"Atroposelective Total\nSynthesis of Axially Chiral Biaryl Natural Products","volume":"111","author":"Bringmann","year":"2011","journal-title":"Chem. Rev."},{"issue":"20","key":"2026073023174847100_cit2","doi-asserted-by":"publisher","first-page":"7005","DOI":"10.1021\/jm200584g","article-title":"Assessing Atropisomer\nAxial Chirality in Drug Discovery and Development","volume":"54","author":"LaPlante","year":"2011","journal-title":"J. Med. Chem."},{"issue":"8","key":"2026073023174847100_cit3","doi-asserted-by":"publisher","first-page":"3155","DOI":"10.1021\/cr020025b","article-title":"Modified\nBINOL Ligands in Asymmetric\nCatalysis","volume":"103","author":"Chen","year":"2003","journal-title":"Chem. Rev."},{"issue":"3","key":"2026073023174847100_cit4","doi-asserted-by":"publisher","first-page":"1687","DOI":"10.1021\/cr030052h","article-title":"Fluorescence\nof Organic Molecules in Chiral Recognition","volume":"104","author":"Pu","year":"2004","journal-title":"Chem. Rev."},{"issue":"11","key":"2026073023174847100_cit5","doi-asserted-by":"publisher","first-page":"3418","DOI":"10.1039\/C5CS00012B","article-title":"Recent advances and\nnew concepts for the synthesis of axially stereoenriched biaryls","volume":"44","author":"Wencel-Delord","year":"2015","journal-title":"Chem. Soc. Rev."},{"issue":"5","key":"2026073023174847100_cit6","doi-asserted-by":"publisher","first-page":"2968","DOI":"10.1039\/D0CS00870B","article-title":"Atroposelective\ntransformation of\naxially chiral (hetero)biaryls. From desymmetrization to modern resolution\nstrategies","volume":"50","author":"Carmona","year":"2021","journal-title":"Chem. Soc. Rev."},{"issue":"8","key":"2026073023174847100_cit7","doi-asserted-by":"publisher","first-page":"4805","DOI":"10.1021\/acs.chemrev.0c01306","article-title":"Recent Advances\nin Catalytic Asymmetric Construction of Atropisomers","volume":"121","author":"Cheng","year":"2021","journal-title":"Chem. Rev."},{"issue":"20","key":"2026073023174847100_cit8","doi-asserted-by":"publisher","first-page":"2920","DOI":"10.1021\/acs.accounts.2c00509","article-title":"Organocatalytic\nEnantioselective\nSynthesis of Axially Chiral Molecules: Development of Strategies and\nSkeletons","volume":"55","author":"Cheng","year":"2022","journal-title":"Acc. Chem. Res."},{"issue":"10","key":"2026073023174847100_cit9","doi-asserted-by":"publisher","first-page":"1210","DOI":"10.1039\/C4QO00208C","article-title":"Conquering three-carbon\naxial chirality of allenes","volume":"1","author":"Ye","year":"2014","journal-title":"Org. Chem. Front."},{"issue":"20","key":"2026073023174847100_cit10","doi-asserted-by":"publisher","first-page":"4570","DOI":"10.1039\/C7CY01319A","article-title":"Recent advances\nin catalytic asymmetric\nsynthesis of allenes","volume":"7","author":"Chu","year":"2017","journal-title":"Catal. Sci. Technol."},{"issue":"7","key":"2026073023174847100_cit11","doi-asserted-by":"publisher","first-page":"1212","DOI":"10.1002\/adsc.202200085","article-title":"Recent Advances\nin Organocatalytic Enantioselective Synthesis of Axially Chiral Allenes","volume":"364","author":"Wang","year":"2022","journal-title":"Adv. Synth. Catal."},{"issue":"18","key":"2026073023174847100_cit12","doi-asserted-by":"publisher","first-page":"5053","DOI":"10.1039\/D2QO00994C","article-title":"Recent advances in\nthe metal-catalyzed asymmetric synthesis of chiral\nallenes","volume":"9","author":"Xiao","year":"2022","journal-title":"Org. Chem. Front."},{"issue":"25","key":"2026073023174847100_cit13","doi-asserted-by":"publisher","first-page":"6732","DOI":"10.1021\/ja00130a013","article-title":"Photoresolution\nof an Axially Chiral Bicyclo[3.3.0]octan-3-one:\nPhototriggers for a Liquid-Crystal-Based Optical Switch","volume":"117","author":"Suarez","year":"1995","journal-title":"J. Am. Chem. Soc."},{"issue":"24","key":"2026073023174847100_cit14","doi-asserted-by":"publisher","first-page":"15089","DOI":"10.1021\/acs.chemrev.6b00415","article-title":"Light-Driven Liquid\nCrystalline Materials: From Photo-Induced Phase\nTransitions and Property Modulations to Applications","volume":"116","author":"Bisoyi","year":"2016","journal-title":"Chem. Rev."},{"issue":"20","key":"2026073023174847100_cit15","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.202300151","article-title":"Axial Chirality in\nAlkylidene-Cyclic Molecules","volume":"26","author":"Hu","year":"2023","journal-title":"Eur. J. Org. Chem."},{"issue":"08","key":"2026073023174847100_cit16","doi-asserted-by":"publisher","first-page":"1259","DOI":"10.1055\/a-2159-1688","article-title":"Progress on the\nEnantioselective Synthesis of Axially Chiral Cycloalkylidenes","volume":"56","author":"Wang","year":"2024","journal-title":"Synthesis"},{"issue":"04","key":"2026073023174847100_cit17","doi-asserted-by":"publisher","first-page":"258","DOI":"10.1055\/a-2741-0910","article-title":"Recent Advances in\nthe Synthesis of Axially Chiral Cycloalkanes","volume":"09","author":"Zhao","year":"2025","journal-title":"SynOpen"},{"issue":"16","key":"2026073023174847100_cit18","doi-asserted-by":"publisher","first-page":"3673","DOI":"10.1016\/j.bmcl.2014.06.081","article-title":"The use of spirocyclic scaffolds\nin drug discovery","volume":"24","author":"Zheng","year":"2014","journal-title":"Bioorg. Med. Chem. Lett."},{"issue":"13","key":"2026073023174847100_cit19","doi-asserted-by":"publisher","first-page":"10548","DOI":"10.1021\/acs.jmedchem.3c01823","article-title":"Discovery of KT-413,\na Targeted Protein Degrader of IRAK4 and IMiD Substrates Targeting\nMYD88 Mutant Diffuse Large B-Cell Lymphoma","volume":"67","author":"Weiss","year":"2024","journal-title":"J. Med. Chem."},{"issue":"9","key":"2026073023174847100_cit20","doi-asserted-by":"publisher","first-page":"2454","DOI":"10.1002\/anie.201611602","article-title":"Enantioselective\nSynthesis of Chiral Oxime Ethers: Desymmetrization and Dynamic Kinetic\nResolution of Substituted Cyclohexanones","volume":"56","author":"Nimmagadda","year":"2017","journal-title":"Angew.\nChem., Int. Ed."},{"issue":"9","key":"2026073023174847100_cit21","doi-asserted-by":"publisher","first-page":"2529","DOI":"10.1016\/j.chempr.2022.06.014","article-title":"Discovery\nand organocatalytic enantioselective construction of axially chiral\ncyclohexadienylidene skeletons","volume":"8","author":"Zhu","year":"2022","journal-title":"Chem"},{"issue":"1","key":"2026073023174847100_cit22","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202213914","article-title":"Phosphoric Acid-Catalyzed Enantioselective Synthesis of Axially Chiral\nAnthrone-based Compounds","volume":"62","author":"He","year":"2023","journal-title":"Angew. Chem., Int.\nEd."},{"issue":"24","key":"2026073023174847100_cit23","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202503056","article-title":"Nitrogen Insertion via Asymmetric Condensation and\nChirality Transfer: A Stereodivergent Entry to Cyanocyclopropanes","volume":"64","author":"Arnold","year":"2025","journal-title":"Angew. Chem., Int. Ed."},{"issue":"24","key":"2026073023174847100_cit24","doi-asserted-by":"publisher","first-page":"2959","DOI":"10.1016\/0040-4039(88)85057-3","article-title":"Palladium-catalyzed asymmetric synthesis of axially\ndissymmetric 4-t-butyl-alkylidenecyclohexane derivative","volume":"29","author":"Fiaud","year":"1988","journal-title":"Tetrahedron Lett."},{"issue":"7","key":"2026073023174847100_cit25","doi-asserted-by":"publisher","DOI":"10.1016\/j.checat.2023.100697","article-title":"Pd-catalyzed enantioselective\nsynthesis of axially chiral alkylidene cycloalkanes","volume":"3","author":"Shao","year":"2023","journal-title":"Chem. Catal."},{"issue":"6","key":"2026073023174847100_cit26","doi-asserted-by":"publisher","DOI":"10.1002\/ceur.202500185","article-title":"Preparation\nof Enantioenriched Spirocyclic Scaffolds Transferring Axial Chirality\nfrom Borylalkylidenecycloalkanes","volume":"3","author":"Iragorri","year":"2025","journal-title":"ChemistryEurope"},{"issue":"7","key":"2026073023174847100_cit27","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202421287","article-title":"Pd-Catalyzed\nAsymmetric\nHydrogenolysis Rearrangement of Allylic Esters to Access Axially Chiral\nOlefins","volume":"64","author":"Shao","year":"2025","journal-title":"Angew. Chem., Int. Ed."},{"issue":"11","key":"2026073023174847100_cit28","doi-asserted-by":"publisher","first-page":"3196","DOI":"10.1016\/j.checat.2022.09.025","article-title":"Enantioselective construction of axially chiral cyclohexylidene\nscaffolds\nvia Pd-catalyzed asymmetric coupling reaction","volume":"2","author":"Ma","year":"2022","journal-title":"Chem. Catal."},{"issue":"20","key":"2026073023174847100_cit29","doi-asserted-by":"publisher","first-page":"16773","DOI":"10.1021\/jacs.5c04354","article-title":"Enantioselective Synthesis of Axially Chiral Alkylidenecyclobutanes\nvia Palladium-Catalyzed N-Tosylhydrazone-Based Carbene Coupling","volume":"147","author":"Ning","year":"2025","journal-title":"J. Am. Chem. Soc."},{"issue":"6","key":"2026073023174847100_cit30","doi-asserted-by":"publisher","first-page":"899","DOI":"10.1021\/acscentsci.5c00232","article-title":"Rh(I)-Catalyzed\nModular Synthesis\nof Axially Chiral Alkylidene Azacycloalkanes","volume":"11","author":"Chen","year":"2025","journal-title":"ACS Cent. Sci."},{"issue":"6","key":"2026073023174847100_cit31","doi-asserted-by":"publisher","first-page":"2276","DOI":"10.1021\/ja00032a062","article-title":"Enantioselective catalytic isomerization\nof an unfunctionalized\nachiral alkene","volume":"114","author":"Chen","year":"1992","journal-title":"J. Am. Chem. Soc."},{"issue":"28","key":"2026073023174847100_cit32","doi-asserted-by":"publisher","first-page":"19137","DOI":"10.1021\/jacs.4c04024","article-title":"Enantioselective Construction of Anthracenylidene-Based\nAxial Chirality by Asymmetric Heck Reaction","volume":"146","author":"He","year":"2024","journal-title":"J. Am. Chem. Soc."},{"issue":"6","key":"2026073023174847100_cit33","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202421500","article-title":"Asymmetric\nHeck Silylation of Unactivated Alkenes","volume":"64","author":"Wang","year":"2025","journal-title":"Angew.\nChem., Int. Ed."},{"issue":"32","key":"2026073023174847100_cit34","doi-asserted-by":"publisher","first-page":"6054","DOI":"10.1021\/acs.orglett.2c02359","article-title":"Copper-Catalyzed Enantioselective\nHydrosilylation of Allenes to Access Axially Chiral (Cyclohexylidene)ethyl\nSilanes","volume":"24","author":"Li","year":"2022","journal-title":"Org. Lett."},{"issue":"3","key":"2026073023174847100_cit35","doi-asserted-by":"publisher","first-page":"2351","DOI":"10.1021\/acscatal.4c06387","article-title":"Enantioselective\nSynthesis of Axially Chiral Alkylidenecycloalkanes\nvia Copper-Catalyzed Functionalization of Acyl Allenols","volume":"15","author":"Gong","year":"2025","journal-title":"ACS Catal."},{"issue":"10","key":"2026073023174847100_cit36","doi-asserted-by":"publisher","first-page":"9497","DOI":"10.1021\/acscatal.6c01896","article-title":"Stereodivergent\nand Enantioselective Access to Axial\nChirality via Sequential Allylation\/Peterson Elimination","volume":"16","author":"Chen","year":"2026","journal-title":"ACS Catal."},{"issue":"19","key":"2026073023174847100_cit37","doi-asserted-by":"publisher","first-page":"2997","DOI":"10.1016\/S0040-4039(98)00442-0","article-title":"Catalytic asymmetric Horner-Wadsworth-Emmons\nreaction under phase-transfer-catalyzed conditions","volume":"39","author":"Arai","year":"1998","journal-title":"Tetrahedron Lett."},{"issue":"11","key":"2026073023174847100_cit38","doi-asserted-by":"publisher","first-page":"7165","DOI":"10.1021\/jacs.4c00564","article-title":"Enantioselective\nPotassium-Catalyzed Wittig Olefinations","volume":"146","author":"Essman","year":"2024","journal-title":"J.\nAm. Chem. Soc."},{"issue":"9","key":"2026073023174847100_cit39","doi-asserted-by":"publisher","first-page":"3013","DOI":"10.1021\/acs.orglett.9b00505","article-title":"Direct Access\nto Alkylideneoxindoles via Axially Enantioselective\nKnoevenagel Condensation","volume":"21","author":"Crotti","year":"2019","journal-title":"Org. Lett."},{"issue":"23","key":"2026073023174847100_cit40","doi-asserted-by":"publisher","first-page":"10133","DOI":"10.1021\/jacs.2c02511","article-title":"Photochemical Deracemization of Chiral Alkenes via Triplet Energy\nTransfer","volume":"144","author":"Kratz","year":"2022","journal-title":"J. Am. Chem. Soc."},{"issue":"29","key":"2026073023174847100_cit41","doi-asserted-by":"publisher","first-page":"26079","DOI":"10.1021\/jacs.5c10123","article-title":"Triplet Energy\nTransfer-Based Deracemization of Axially Chiral Alkenes Enabled by\na Dual Catalyst System","volume":"147","author":"Zeng","year":"2025","journal-title":"J. Am. Chem. Soc."},{"issue":"10","key":"2026073023174847100_cit42","doi-asserted-by":"publisher","first-page":"3482","DOI":"10.1021\/jacs.5b00563","article-title":"Catalytic Enantioselective Allenoate\u2013Alkene\n[2 + 2] Cycloadditions","volume":"137","author":"Conner","year":"2015","journal-title":"J. Am. Chem. Soc."},{"issue":"46","key":"2026073023174847100_cit43","doi-asserted-by":"publisher","first-page":"15943","DOI":"10.1021\/jacs.8b10008","article-title":"Allenoates in Enantioselective [2\n+ 2] Cycloadditions: From a Mechanistic Curiosity to a Stereospecific\nTransformation","volume":"140","author":"Wahl","year":"2018","journal-title":"J. Am. Chem. Soc."},{"issue":"44","key":"2026073023174847100_cit44","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202211596","article-title":"Enantioselective [2 + 2] Cycloaddition of Allenyl Imide with Mono-\nor Disubstituted Alkenes","volume":"61","author":"Xiao","year":"2022","journal-title":"Angew. Chem., Int.\nEd."},{"issue":"5","key":"2026073023174847100_cit45","doi-asserted-by":"publisher","first-page":"614","DOI":"10.1016\/j.biotechadv.2014.12.009","article-title":"Biocatalysis\nfor desymmetrization and resolution of stereocenters beyond the reactive\ncenter: How far is far enough?","volume":"33","author":"Cunha","year":"2015","journal-title":"Biotechnol.\nAdv."},{"issue":"5","key":"2026073023174847100_cit46","doi-asserted-by":"publisher","first-page":"1665","DOI":"10.1021\/ja3092517","article-title":"Induced\nAxial Chirality in Biocatalytic\nAsymmetric Ketone Reduction","volume":"135","author":"Agudo","year":"2013","journal-title":"J. Am. Chem. Soc."},{"issue":"30","key":"2026073023174847100_cit47","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202500572","article-title":"Imine Reductase\u2013Catalyzed\nRemote Stereocontrol for Enantiodivergent Synthesis of Cyclohexylidene-Based\nAxially Chiral Amines","volume":"64","author":"Li","year":"2025","journal-title":"Angew. Chem., Int. Ed."},{"issue":"25","key":"2026073023174847100_cit48","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202423530","article-title":"Enzymatic Amination\nfor Stereocontrolled Functionalization\nof Cyclohexanones","volume":"64","author":"Yan","year":"2025","journal-title":"Angew. Chem., Int. Ed."},{"key":"2026073023174847100_cit49","doi-asserted-by":"crossref","unstructured":"Zhou, X.; Shi, D.; Wang, A.; Liu, B.; Yuan, W.; Chen, Y.\n          Enantiodivergent synthesis of axially chiral alkylidene cyclohexylamines\nby imine reductases-catalyzed desymmetrization\n          Green Synth. Catal.\n          2025\n          10.1016\/j.gresc.2025.08.004.","DOI":"10.1016\/j.gresc.2025.08.004"},{"issue":"11","key":"2026073023174847100_cit50","doi-asserted-by":"publisher","first-page":"3215","DOI":"10.1039\/p19900003215","article-title":"Enzyme-catalysed asymmetric synthesis\nof a spiro[3.3]heptane\nderivative with axial chirality and enzymatic resolution of racemic\nspiro[3.3]heptane derivatives","author":"Naemura","year":"1990","journal-title":"J. Chem. Soc.,\nPerkin Trans. 1"},{"issue":"11","key":"2026073023174847100_cit51","doi-asserted-by":"publisher","first-page":"2891","DOI":"10.1039\/p19910002891","article-title":"Lipase-catalysed asymmetric and enantioselective esterification\nof spiro[3.3]heptanes in organic solvents","author":"Naemura","year":"1991","journal-title":"J.\nChem. Soc., Perkin Trans. 1"},{"issue":"18","key":"2026073023174847100_cit52","doi-asserted-by":"publisher","first-page":"3431","DOI":"10.1021\/acs.orglett.2c01378","article-title":"Ketoreductase-Catalyzed\nAccess to Axially Chiral 2,6-Disubstituted Spiro[3.3]heptane Derivatives","volume":"24","author":"O\u2019Dowd","year":"2022","journal-title":"Org. Lett."},{"issue":"36","key":"2026073023174847100_cit53","doi-asserted-by":"publisher","first-page":"9849","DOI":"10.1021\/acs.orglett.5c01265","article-title":"Selective\nP450BM3 Hydroxylation of the Spiro[3.3]heptane Core as a Route to\nPotential Drug Fragment Molecules","volume":"27","author":"Zhang","year":"2025","journal-title":"Org. Lett."},{"issue":"6","key":"2026073023174847100_cit54","doi-asserted-by":"publisher","first-page":"6057","DOI":"10.1021\/acscatal.6c00560","article-title":"Enantioselective\nSynthesis of Axially Chiral Spiro[3.3]heptanes by Site-Selective C\u2013H\nFunctionalization","volume":"16","author":"Ly","year":"2026","journal-title":"ACS Catal."},{"issue":"6","key":"2026073023174847100_cit55","doi-asserted-by":"publisher","first-page":"2498","DOI":"10.1039\/c1cs15268h","article-title":"Transfer hydrogenation with Hantzsch esters and related\norganic hydride donors","volume":"41","author":"Zheng","year":"2012","journal-title":"Chem. Soc. Rev."},{"issue":"38","key":"2026073023174847100_cit56","doi-asserted-by":"publisher","first-page":"5367","DOI":"10.1002\/ejoc.202100894","article-title":"Chiral Phosphoric\nAcids as Versatile Tools for Organocatalytic Asymmetric Transfer Hydrogenations","volume":"2021","author":"Pa\u0301lvo\u0308lgyi","year":"2021","journal-title":"Eur. J. Org. Chem."},{"issue":"37","key":"2026073023174847100_cit57","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.202300507","article-title":"Asymmetric Reductive\nAmination in Organocatalysis and\nBiocatalysis","volume":"26","author":"Li","year":"2023","journal-title":"Eur. J. Org. Chem."},{"issue":"17","key":"2026073023174847100_cit58","doi-asserted-by":"publisher","first-page":"3781","DOI":"10.1021\/ol0515964","article-title":"Enantioselective Br\u00f8nsted Acid Catalyzed Transfer Hydrogenation:\nOrganocatalytic Reduction of Imines","volume":"7","author":"Rueping","year":"2005","journal-title":"Org. Lett."},{"issue":"45","key":"2026073023174847100_cit59","doi-asserted-by":"publisher","first-page":"7424","DOI":"10.1002\/anie.200503062","article-title":"A Powerful\nBr\u00f8nsted Acid Catalyst\nfor the Organocatalytic Asymmetric Transfer Hydrogenation of Imines","volume":"44","author":"Hoffmann","year":"2005","journal-title":"Angew. Chem., Int. Ed."},{"issue":"7","key":"2026073023174847100_cit60","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202216534","article-title":"A Dynamic Kinetic Resolution Approach\nto Axially Chiral Diaryl Ethers by Catalytic Atroposelective Transfer\nHydrogenation","volume":"62","author":"Dai","year":"2023","journal-title":"Angew. Chem., Int. Ed."},{"issue":"38","key":"2026073023174847100_cit61","doi-asserted-by":"publisher","first-page":"11642","DOI":"10.1002\/anie.201606063","article-title":"Enantiodivergent\nAtroposelective\nSynthesis of Chiral Biaryls by Asymmetric Transfer Hydrogenation:\nChiral Phosphoric Acid Catalyzed Dynamic Kinetic Resolution","volume":"55","author":"Mori","year":"2016","journal-title":"Angew. Chem., Int. Ed."},{"issue":"14","key":"2026073023174847100_cit62","doi-asserted-by":"publisher","first-page":"3684","DOI":"10.1002\/anie.201310562","article-title":"Highly Enantioselective\nKinetic Resolution of Axially Chiral BINAM Derivatives Catalyzed by\na Br\u00f8nsted Acid","volume":"53","author":"Cheng","year":"2014","journal-title":"Angew. Chem., Int. Ed."},{"issue":"8","key":"2026073023174847100_cit63","doi-asserted-by":"publisher","first-page":"4184","DOI":"10.1021\/acs.chemrev.4c00869","article-title":"Controlling Stereoselectivity\nwith Noncovalent Interactions in Chiral Phosphoric Acid Organocatalysis","volume":"125","author":"Betinol","year":"2025","journal-title":"Chem. Rev."},{"issue":"28","key":"2026073023174847100_cit64","doi-asserted-by":"publisher","first-page":"8562","DOI":"10.1002\/chem.200800890","article-title":"Phosphoric\nAcid Catalyzed Enantioselective\nTransfer Hydrogenation of Imines: A Density Functional Theory Study\nof Reaction Mechanism and the Origins of Enantioselectivity","volume":"14","author":"Marcelli","year":"2008","journal-title":"Chem. - Eur. J."},{"issue":"27","key":"2026073023174847100_cit65","doi-asserted-by":"publisher","first-page":"8741","DOI":"10.1021\/ja800793t","article-title":"Theoretical Study of the Mechanism of Hantzsch Ester\nHydrogenation of Imines Catalyzed by Chiral BINOL-Phosphoric Acids","volume":"130","author":"Simo\u0301n","year":"2008","journal-title":"J. Am. Chem. Soc."},{"issue":"25","key":"2026073023174847100_cit66","doi-asserted-by":"publisher","first-page":"7910","DOI":"10.1021\/jacs.6b02825","article-title":"Goldilocks Catalysts:\nComputational Insights into the\nRole of the 3,3\u2032-Substituents on the Selectivity of BINOL-Derived\nPhosphoric Acid Catalysts","volume":"138","author":"Reid","year":"2016","journal-title":"J. Am. Chem. Soc."},{"issue":"5","key":"2026073023174847100_cit67","doi-asserted-by":"publisher","first-page":"1029","DOI":"10.1021\/acs.accounts.6b00052","article-title":"A Practical Guide for Predicting\nthe Stereochemistry of Bifunctional Phosphoric Acid Catalyzed Reactions\nof Imines","volume":"49","author":"Reid","year":"2016","journal-title":"Acc. Chem. Res."},{"issue":"17","key":"2026073023174847100_cit68","doi-asserted-by":"publisher","first-page":"6861","DOI":"10.1021\/ja00199a067","article-title":"An evaluation of .sigma.-.sigma.*\nand torsional effects in the osmylation and epoxidation of 4-tert-butylmethylenecyclohexane\nderivatives","volume":"111","author":"Vedejs","year":"1989","journal-title":"J. Am. Chem. Soc."}],"container-title":["Journal of the American\nChemical Society"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/jacs.6c06853","content-type":"application\/pdf","content-version":"vor","intended-application":"unspecified"},{"URL":"https:\/\/pubs.acs.org\/jacsat\/article-pdf\/148\/23\/24487\/66272312\/jacs.6c06853.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"syndication"},{"URL":"https:\/\/pubs.acs.org\/jacsat\/article-pdf\/148\/23\/24487\/66272312\/jacs.6c06853.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,7,31]],"date-time":"2026-07-31T03:17:56Z","timestamp":1785467876000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/jacsat\/article\/148\/23\/24487\/5233513\/Unified-Organocatalytic-Enantioselective-Approach"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,6,2]]},"references-count":68,"journal-issue":{"issue":"23","published-online":{"date-parts":[[2026,6,2]]},"published-print":{"date-parts":[[2026,6,17]]}},"URL":"https:\/\/doi.org\/10.1021\/jacs.6c06853","relation":{},"ISSN":["0002-7863","1520-5126"],"issn-type":[{"value":"0002-7863","type":"print"},{"value":"1520-5126","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,6,2]]}}}