{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,23]],"date-time":"2026-10-23T19:47:36Z","timestamp":1792784856293,"version":"4.5.0"},"reference-count":85,"publisher":"American Chemical Society (ACS)","issue":"9","license":[{"start":{"date-parts":[[2026,7,4]],"date-time":"2026-07-04T00:00:00Z","timestamp":1783123200000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by-nc-nd\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100013102","name":"Shanghai Municipal Youth Science and Technology Star Project","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100013102","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100004735","name":"Natural Science Foundation of Hunan Province","doi-asserted-by":"publisher","award":["2023JJ30500"],"award-info":[{"award-number":["2023JJ30500"]}],"id":[{"id":"10.13039\/501100004735","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["22471162"],"award-info":[{"award-number":["22471162"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"name":"Zhengzhou Industrial Technology Research Institute of Shanghai Jiao Tong University","award":["ZZHC-2024-001"],"award-info":[{"award-number":["ZZHC-2024-001"]}],"id":[{"id":"https:\/\/ror.org\/0220qvk04","id-type":"ROR","asserted-by":"crossref"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2026,9,28]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\u03b2-Amino alcohols are important structural motifs that are widely present in pharmaceutical molecules and natural products with significant biological activities, making the development of synthetic methodologies for their preparation a long-standing research focus. Among current synthetic approaches, 1,2-aminohydroxylation of alkenes offers a direct route to \u03b2-amino alcohols. In particular, metal-catalyzed 1,2-aminohydroxylation of alkenes represents an efficient methodology. However, existing methods are restricted to intramolecular reactions or rely on either directing groups or active reagents (preoxidized nitrogen sources or special oxidants). Therefore, the development of a more general catalytic system that does not require intramolecular reactions, directing groups, or active reagents has remained highly desirable. Herein, we report an intermolecular selective 1,2-aminohydroxylation of 2,3-disubstituted 1,3-dienes enabled by palladium\/copper\/oxygen cooperation, using a simple nitrogen source. Notably, for 2,3-dialkyl-1,3-dienes bearing different alkyl groups, this aminohydroxylation enables alkyl recognition, favoring the less-hindered double bond with moderate to good chemoselectivity. This methodology provides a direct and powerful route to the synthesis of \u03b2-amino alcohols.<\/jats:p>","DOI":"10.1021\/prechem.6c00059","type":"journal-article","created":{"date-parts":[[2026,7,4]],"date-time":"2026-07-04T13:59:01Z","timestamp":1783173541000},"page":"1366-1374","source":"Crossref","is-referenced-by-count":0,"title":["Intermolecular Selective\n1,2-Aminohydroxylation of\n1,3-Dienes Enabled by Palladium\/Copper\/Oxygen Cooperation"],"prefix":"10.1021","volume":"4","author":[{"given":"Xuan","family":"Yang","sequence":"first","affiliation":[{"name":"University of South China , , , ,","place":["Hengyang, Hunan, China, 421001"]},{"name":"Shanghai Jiao Tong University , , , ,","place":["Shanghai, China, 200240"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yanbo","family":"Wang","sequence":"additional","affiliation":[{"name":"Shanghai Jiao Tong University , , , ,","place":["Shanghai, China, 200240"]},{"name":"Zhengzhou Industrial Technology Research Institute of Shanghai Jiao Tong University , , ,","place":["Zhengzhou, Henan, China, 450003"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yunyi","family":"Li","sequence":"additional","affiliation":[{"name":"Shanghai Jiao Tong University , , , ,","place":["Shanghai, China, 200240"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ke","family":"Wen","sequence":"additional","affiliation":[{"name":"Shanghai Jiao Tong University , , , ,","place":["Shanghai, China, 200240"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Huikang","family":"Liu","sequence":"additional","affiliation":[{"name":"Shanghai Jiao Tong University , , , ,","place":["Shanghai, China, 200240"]},{"name":"Zhengzhou Industrial Technology Research Institute of Shanghai Jiao Tong University , , ,","place":["Zhengzhou, Henan, China, 450003"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jiatong","family":"Zhang","sequence":"additional","affiliation":[{"name":"Shanghai Jiao Tong University , , , ,","place":["Shanghai, China, 200240"]},{"name":"Zhengzhou Industrial Technology Research Institute of Shanghai Jiao Tong University , , ,","place":["Zhengzhou, Henan, China, 450003"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zhengxing","family":"Wu","sequence":"additional","affiliation":[{"name":"Shanghai Jiao Tong University , , , ,","place":["Shanghai, China, 200240"]},{"name":"Zhengzhou Industrial Technology Research Institute of Shanghai Jiao Tong University , , ,","place":["Zhengzhou, Henan, China, 450003"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9672-8204","authenticated-orcid":true,"given":"Zehua","family":"Yang","sequence":"additional","affiliation":[{"name":"University of South China , , , ,","place":["Hengyang, Hunan, China, 421001"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4788-4195","authenticated-orcid":true,"given":"Wanbin","family":"Zhang","sequence":"additional","affiliation":[{"name":"Shanghai Jiao Tong University , , , ,","place":["Shanghai, China, 200240"]},{"name":"Zhengzhou Industrial Technology Research Institute of Shanghai Jiao Tong University , , ,","place":["Zhengzhou, Henan, China, 450003"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,7,4]]},"reference":[{"key":"2026092808075931300_cit1","doi-asserted-by":"publisher","first-page":"3051","DOI":"10.1016\/S0960-894X(02)00684-4","article-title":"A Series of C-Terminal\nAmino Alcohol Dipeptide A\u03b2 Inhibitors","volume":"12","author":"Garofalo","year":"2002","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"2026092808075931300_cit2","doi-asserted-by":"publisher","first-page":"835","DOI":"10.1021\/cr9500038","article-title":"1,2-Amino Alcohols\nand Their Heterocyclic\nDerivatives as Chiral Auxiliaries in Asymmetric Synthesis","volume":"96","author":"Ager","year":"1996","journal-title":"Chem. Rev."},{"key":"2026092808075931300_cit3","doi-asserted-by":"publisher","first-page":"6634","DOI":"10.1039\/C7RA12625E","article-title":"Application\nof Asymmetric Sharpless Aminohydroxylation in Total Synthesis of Natural\nProducts and Some Synthetic Complex Bio-active Molecules","volume":"8","author":"Heravi","year":"2018","journal-title":"RSC Adv."},{"key":"2026092808075931300_cit4","doi-asserted-by":"publisher","DOI":"10.1016\/j.molstruc.2024.140028","article-title":"Synthesis and Therapeutic Application of Beta-amino\nAlcohol Derivatives","volume":"1321","author":"Boumzour","year":"2025","journal-title":"J. Mol. 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Ed."},{"key":"2026092808075931300_cit24","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.202400996","article-title":"Visible-Light-Mediated\nCopper(I)-Catalyzed Regiospecific Amino-Hydroxylation and Amino-Alkoxylation\nof Vinyl Arenes","volume":"28","author":"Singh","year":"2025","journal-title":"Eur. J. Org. Chem."},{"key":"2026092808075931300_cit25","doi-asserted-by":"publisher","first-page":"14210","DOI":"10.1021\/acs.joc.5c01823","article-title":"Photocatalytic Functionalization\nof Alkenes Using N-Sulfonyl Sulfilimines as Sulfonamidyl\nRadical Precursors","volume":"90","author":"Liu","year":"2025","journal-title":"J. Org. Chem."},{"key":"2026092808075931300_cit26","doi-asserted-by":"publisher","first-page":"9690","DOI":"10.1021\/acscatal.2c02537","article-title":"Rh(III)-Catalyzed Intra-\nand Intermolecular 3,4-Difunctionalization\nof 1,3-Dienes via Rh(III)-\u03c0-Allyl Amidation with 1,4,2-Dioxazolones","volume":"12","author":"Burg","year":"2022","journal-title":"ACS Catal."},{"key":"2026092808075931300_cit27","doi-asserted-by":"publisher","first-page":"2300","DOI":"10.1039\/D4OB00022F","article-title":"Synthesis of Aminoalcohols from Substituted\nAlkenes via Tungstenooxaziridine Catalysis","volume":"22","author":"Madiu","year":"2024","journal-title":"Org. Biomol. Chem."},{"key":"2026092808075931300_cit28","doi-asserted-by":"publisher","first-page":"3853","DOI":"10.1021\/acs.orglett.8b01440","article-title":"Directed, Palladium(II)-Catalyzed\nIntermolecular Aminohydroxylation of Alkenes Using a Mild Oxidation\nSystem","volume":"20","author":"Zeng","year":"2018","journal-title":"Org. Lett."},{"key":"2026092808075931300_cit29","doi-asserted-by":"publisher","first-page":"697","DOI":"10.1038\/s41557-020-0482-8","article-title":"Enantioselective\nRadical C-H Amination for the Synthesis\nof \u03b2-Amino Alcohols","volume":"12","author":"Nakafuku","year":"2020","journal-title":"Nat. Chem."},{"key":"2026092808075931300_cit30","doi-asserted-by":"publisher","first-page":"11096","DOI":"10.1039\/C8CC05637D","article-title":"Rhodium(III)-Catalyzed Directed Amidation\nof Unactivated C(sp3)-H Bonds to Afford 1,2-Amino Alcohol\nDerivatives","volume":"54","author":"Dong","year":"2018","journal-title":"Chem. 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Chem., Int.\nEd."},{"key":"2026092808075931300_cit34","doi-asserted-by":"publisher","first-page":"6171","DOI":"10.1021\/acscatal.0c01502","article-title":"Pyridoxal-Catalyzed\nRacemization of \u03b1-Aminoketones\nEnables the Stereodivergent Synthesis of 1,2-Amino Alcohols Using\nKetoreductases","volume":"10","author":"Cao","year":"2020","journal-title":"ACS Catal."},{"key":"2026092808075931300_cit35","doi-asserted-by":"publisher","first-page":"9484","DOI":"10.1021\/acs.orglett.0c03461","article-title":"Synthesis of 1,2-Amino\nAlcohols by Photoredox-Mediated Decarboxylative Coupling of \u03b1-Amino\nAcids and DNA-Conjugated Carbonyls","volume":"22","author":"Wen","year":"2020","journal-title":"Org. 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Ed."},{"key":"2026092808075931300_cit39","doi-asserted-by":"publisher","first-page":"2413","DOI":"10.1021\/acs.accounts.6b00328","article-title":"Palladium(II)-Catalyzed\nOxidative Difunctionalization\nof Alkenes: Bond Forming at a High-Valent Palladium Center","volume":"49","author":"Yin","year":"2016","journal-title":"Acc. Chem. Res."},{"key":"2026092808075931300_cit40","doi-asserted-by":"publisher","first-page":"2485","DOI":"10.1021\/acs.orglett.8b00870","article-title":"Pd(II)-Catalyzed\nAsymmetric Oxidative 1,2-Diamination of Conjugated Dienes with Ureas","volume":"20","author":"Wu","year":"2018","journal-title":"Org. Lett."},{"key":"2026092808075931300_cit41","doi-asserted-by":"publisher","first-page":"3665","DOI":"10.1021\/ar500344t","article-title":"Catalytic\nDiamination of Olefins via N-N Bond Activation","volume":"47","author":"Zhu","year":"2014","journal-title":"Acc. Chem. 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Chem."},{"key":"2026092808075931300_cit45","doi-asserted-by":"publisher","first-page":"122","DOI":"10.1055\/s-0037-1610379","article-title":"Palladium(0)-Catalyzed\nDifunctionalization of 1,3-Dienes:\nFrom Racemic to Enantioselective","volume":"51","author":"Wu","year":"2019","journal-title":"Synthesis"},{"key":"2026092808075931300_cit46","doi-asserted-by":"publisher","first-page":"3273","DOI":"10.6023\/cjoc202404010","article-title":"Research Progress on\nSelective Multi-site Functionalization of Hydrocarbon Chains","volume":"44","author":"Wang","year":"2024","journal-title":"Chin. J. Org. Chem."},{"key":"2026092808075931300_cit47","doi-asserted-by":"publisher","first-page":"5826","DOI":"10.1021\/jacs.5c23103","article-title":"Copper-Catalyzed\nAsymmetric Amino Lactonization of Alkenes: Direct Access to Enantioenriched\n1,2-Alkylamino Alcohol Derivatives","volume":"148","author":"Feng","year":"2026","journal-title":"J. Am. Chem.\nSoc."},{"key":"2026092808075931300_cit48","doi-asserted-by":"publisher","first-page":"1276","DOI":"10.31635\/ccschem.025.202506759","article-title":"Photoredox\nAmidotrifluoromethoxylation of Styrenes with Bifunctional N-OCF3 Reagent via Electron Donor - Acceptor Complex Activation","volume":"8","author":"Zhang","year":"2026","journal-title":"CCS Chem."},{"key":"2026092808075931300_cit49","doi-asserted-by":"publisher","first-page":"12614","DOI":"10.1021\/jacs.5c00077","article-title":"Enhanced Pyridine-Oxazoline Ligand-Enabled\nPd(II)-Catalyzed Aminoacetoxylation of Alkenes for the Asymmetric\nSynthesis of Biaryl-Bridged 7-Membered N-Heterocycles\nand Atropisomers","volume":"147","author":"Guo","year":"2025","journal-title":"J. Am. Chem. 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