{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,15]],"date-time":"2026-09-15T05:33:48Z","timestamp":1789450428258,"version":"build-2803163510"},"reference-count":116,"publisher":"American Chemical Society (ACS)","issue":"39","license":[{"start":{"date-parts":[[2025,9,19]],"date-time":"2025-09-19T00:00:00Z","timestamp":1758240000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2025,9,19]],"date-time":"2025-09-19T00:00:00Z","timestamp":1758240000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2025,9,19]],"date-time":"2025-09-19T00:00:00Z","timestamp":1758240000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-045"}],"funder":[{"DOI":"10.13039\/501100010795","name":"Tokyo Ohka Foundation for The Promotion of Science and Technology","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100010795","id-type":"DOI","asserted-by":"publisher"}]},{"name":"Next Generation AI Human Resource Development Project"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["J. Phys. Chem. A"],"published-print":{"date-parts":[[2025,10,2]]},"DOI":"10.1021\/acs.jpca.5c03510","type":"journal-article","created":{"date-parts":[[2025,9,19]],"date-time":"2025-09-19T07:03:32Z","timestamp":1758265412000},"page":"8945-8958","source":"Crossref","is-referenced-by-count":1,"title":["Analysis of Asymmetric Reduction of Ketones Using Three-Dimensional Electronic States"],"prefix":"10.1021","volume":"129","author":[{"given":"Daimon","family":"Sakaguchi","sequence":"first","affiliation":[{"name":"Department of Chemistry and Life Science","place":["Hodogaya-ku, Japan"]},{"name":"Yokohama National University","place":["Hodogaya-ku, Japan"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Masaki","family":"Shimono","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Life Science","place":["Hodogaya-ku, Japan"]},{"name":"Yokohama National University","place":["Hodogaya-ku, Japan"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1920-6020","authenticated-orcid":true,"given":"Hiroaki","family":"Gotoh","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Life Science","place":["Hodogaya-ku, Japan"]},{"name":"Yokohama National University","place":["Hodogaya-ku, Japan"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2025,9,19]]},"reference":[{"key":"ref1\/cit1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.5b00203"},{"key":"ref2\/cit2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.9b00414"},{"key":"ref3\/cit3","doi-asserted-by":"publisher","DOI":"10.1021\/ja01143a007"},{"key":"ref4\/cit4","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(00)89719-1"},{"key":"ref5\/cit5","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4020(01)90678-7"},{"key":"ref6\/cit6","doi-asserted-by":"publisher","DOI":"10.1021\/cr990029p"},{"key":"ref7\/cit7","doi-asserted-by":"publisher","DOI":"10.1021\/jp046577a"},{"key":"ref8\/cit8","doi-asserted-by":"publisher","DOI":"10.1021\/cr980374z"},{"key":"ref9\/cit9","doi-asserted-by":"publisher","DOI":"10.1021\/jp809966u"},{"key":"ref10\/cit10","doi-asserted-by":"publisher","DOI":"10.1021\/ja8026899"},{"key":"ref11\/cit11","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2009.03.216"},{"key":"ref12\/cit12","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201001018"},{"key":"ref13\/cit13","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201206011"},{"key":"ref14\/cit14","unstructured":"Lewis Base Catalysis in Organic Synthesis; Vedejs, E., Denmark, S. E., Eds. Wiley-VCH Verlag GmbH & Co. KGaA, 2016; pp 387\u2013456."},{"key":"ref15\/cit15","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202012760"},{"key":"ref16\/cit16","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.4c01286"},{"key":"ref17\/cit17","doi-asserted-by":"publisher","DOI":"10.1021\/ja411374j"},{"key":"ref18\/cit18","doi-asserted-by":"publisher","DOI":"10.1039\/C5CY01225B"},{"key":"ref19\/cit19","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.9b00425"},{"key":"ref20\/cit20","doi-asserted-by":"publisher","DOI":"10.1021\/ci000125n"},{"key":"ref21\/cit21","doi-asserted-by":"publisher","DOI":"10.1038\/nchem.1297"},{"key":"ref22\/cit22","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.6b08799"},{"key":"ref23\/cit23","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2004.01.146"},{"key":"ref24\/cit24","doi-asserted-by":"publisher","DOI":"10.1002\/ejic.200801160"},{"key":"ref25\/cit25","doi-asserted-by":"publisher","DOI":"10.1126\/science.aau5631"},{"key":"ref26\/cit26","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.0c04715"},{"key":"ref27\/cit27","doi-asserted-by":"publisher","DOI":"10.1246\/bcsj.20190132"},{"key":"ref28\/cit28","doi-asserted-by":"publisher","DOI":"10.1016\/j.xcrp.2021.100679"},{"key":"ref29\/cit29","doi-asserted-by":"publisher","DOI":"10.1016\/j.molcata.2010.03.030"},{"key":"ref30\/cit30","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2009.09.058"},{"key":"ref31\/cit31","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.1409522111"},{"key":"ref32\/cit32","doi-asserted-by":"publisher","DOI":"10.1021\/ja100936w"},{"key":"ref33\/cit33","doi-asserted-by":"publisher","DOI":"10.1021\/ct100641a"},{"key":"ref34\/cit34","doi-asserted-by":"publisher","DOI":"10.1063\/1.4867135"},{"key":"ref35\/cit35","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2009.09.109"},{"key":"ref36\/cit36","volume-title":"Theory of Orientation and Stereoselection","author":"Fukui K.","year":"1979"},{"key":"ref37\/cit37","doi-asserted-by":"crossref","DOI":"10.1142\/2731","volume-title":"Frontier Orbitals and Reaction Paths","author":"Fukui K.","year":"1997"},{"key":"ref38\/cit38","doi-asserted-by":"publisher","DOI":"10.1021\/ja01004a002"},{"key":"ref39\/cit39","doi-asserted-by":"publisher","DOI":"10.1021\/ja01005a001"},{"key":"ref40\/cit40","volume-title":"Frontier Orbitals and Organic Chemical Reactions","author":"Fleming I.","year":"1977"},{"key":"ref41\/cit41","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jcim.4c00101"},{"key":"ref42\/cit42","doi-asserted-by":"publisher","DOI":"10.1021\/ja00259a075"},{"key":"ref43\/cit43","doi-asserted-by":"publisher","DOI":"10.1016\/0040-4039(88)85121-9"},{"key":"ref44\/cit44","doi-asserted-by":"publisher","DOI":"10.1021\/ja00219a059"},{"key":"ref45\/cit45","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(01)93743-8"},{"key":"ref46\/cit46","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(00)70681-2"},{"key":"ref47\/cit47","doi-asserted-by":"publisher","DOI":"10.1016\/0040-4039(91)80469-M"},{"key":"ref48\/cit48","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(00)92265-2"},{"key":"ref49\/cit49","doi-asserted-by":"publisher","DOI":"10.1016\/0040-4039(91)80419-7"},{"key":"ref50\/cit50","doi-asserted-by":"publisher","DOI":"10.1016\/0040-4039(93)89012-F"},{"key":"ref51\/cit51","doi-asserted-by":"publisher","DOI":"10.1021\/jo00062a037"},{"key":"ref52\/cit52","doi-asserted-by":"publisher","DOI":"10.1002\/jlac.1995199511280"},{"key":"ref53\/cit53","doi-asserted-by":"publisher","DOI":"10.1016\/0040-4039(95)01975-N"},{"key":"ref54\/cit54","doi-asserted-by":"publisher","DOI":"10.1021\/jo00115a042"},{"key":"ref55\/cit55","doi-asserted-by":"publisher","DOI":"10.1016\/0040-4039(96)01122-7"},{"key":"ref56\/cit56","doi-asserted-by":"publisher","DOI":"10.1021\/jo951883t"},{"key":"ref57\/cit57","doi-asserted-by":"publisher","DOI":"10.1021\/jo951712o"},{"key":"ref58\/cit58","doi-asserted-by":"publisher","DOI":"10.1016\/S0957-4166(97)00034-7"},{"key":"ref59\/cit59","doi-asserted-by":"publisher","DOI":"10.1016\/S0957-4166(99)00172-X"},{"key":"ref60\/cit60","doi-asserted-by":"publisher","DOI":"10.1021\/jo9823644"},{"key":"ref61\/cit61","doi-asserted-by":"publisher","DOI":"10.1039\/b111676b"},{"key":"ref62\/cit62","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(03)01036-0"},{"key":"ref63\/cit63","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetasy.2004.03.012"},{"key":"ref64\/cit64","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2005.09.073"},{"key":"ref65\/cit65","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2006.05.036"},{"key":"ref66\/cit66","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200901156"},{"key":"ref67\/cit67","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2010.04.105"},{"key":"ref68\/cit68","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetasy.2010.12.010"},{"key":"ref69\/cit69","doi-asserted-by":"publisher","DOI":"10.1039\/c0cc03706k"},{"key":"ref70\/cit70","doi-asserted-by":"publisher","DOI":"10.1021\/ol1030074"},{"key":"ref71\/cit71","unstructured":"Hutchinson, J. H.; Seiders, T. J.; Wang, B.; Arruda, J. M.; Roppe, J. R.; Parr, T. Polycyclic Antagonists of Lysophosphatidic Acid Receptors. US Patent, 8,058,300 B2, 2011."},{"key":"ref72\/cit72","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.5b00384"},{"key":"ref73\/cit73","doi-asserted-by":"publisher","DOI":"10.3762\/bjoc.14.6"},{"key":"ref74\/cit74","doi-asserted-by":"publisher","DOI":"10.1038\/s41467-019-11245-2"},{"key":"ref75\/cit75","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201900104"},{"key":"ref76\/cit76","doi-asserted-by":"publisher","DOI":"10.1021\/ja00213a030"},{"key":"ref77\/cit77","doi-asserted-by":"publisher","DOI":"10.1021\/jo00248a005"},{"key":"ref78\/cit78","doi-asserted-by":"publisher","DOI":"10.1021\/jo00280a013"},{"key":"ref79\/cit79","doi-asserted-by":"publisher","DOI":"10.1021\/ja00165a036"},{"key":"ref80\/cit80","doi-asserted-by":"publisher","DOI":"10.1021\/ar00013a003"},{"key":"ref81\/cit81","doi-asserted-by":"publisher","DOI":"10.1021\/jo00034a034"},{"key":"ref82\/cit82","doi-asserted-by":"publisher","DOI":"10.1016\/S0957-4166(00)82208-9"},{"key":"ref83\/cit83","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4020(01)80530-5"},{"key":"ref84\/cit84","doi-asserted-by":"publisher","DOI":"10.1016\/0957-4166(94)80056-1"},{"key":"ref85\/cit85","doi-asserted-by":"publisher","DOI":"10.1016\/0957-4166(94)80057-X"},{"key":"ref86\/cit86","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(00)76780-3"},{"key":"ref87\/cit87","doi-asserted-by":"publisher","DOI":"10.1016\/0040-4039(95)00609-G"},{"key":"ref88\/cit88","doi-asserted-by":"publisher","DOI":"10.1021\/jo00106a012"},{"key":"ref89\/cit89","doi-asserted-by":"publisher","DOI":"10.1016\/0040-4039(96)00260-2"},{"key":"ref90\/cit90","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(97)00440-1"},{"key":"ref91\/cit91","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(96)02489-6"},{"key":"ref92\/cit92","doi-asserted-by":"publisher","DOI":"10.1021\/jo025594y"},{"key":"ref93\/cit93","doi-asserted-by":"publisher","DOI":"10.1016\/j.jfluchem.2007.04.015"},{"key":"ref94\/cit94","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.8b01693"},{"key":"ref95\/cit95","doi-asserted-by":"publisher","DOI":"10.1021\/jo00209a008"},{"key":"ref96\/cit96","doi-asserted-by":"publisher","DOI":"10.1021\/jo00217a053"},{"key":"ref97\/cit97","doi-asserted-by":"publisher","DOI":"10.1021\/jo00262a036"},{"key":"ref98\/cit98","doi-asserted-by":"publisher","DOI":"10.1021\/cr00097a010"},{"key":"ref99\/cit99","doi-asserted-by":"publisher","DOI":"10.1021\/ja990404v"},{"key":"ref100\/cit100","doi-asserted-by":"publisher","DOI":"10.1021\/jm030569l"},{"key":"ref101\/cit101","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.200900037"},{"key":"ref102\/cit102","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201803472"},{"key":"ref103\/cit103","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.9b01780"},{"key":"ref104\/cit104","doi-asserted-by":"publisher","DOI":"10.1021\/ci400084k"},{"key":"ref105\/cit105","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jcim.2c00765"},{"key":"ref106\/cit106","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jcim.5b00654"},{"key":"ref107\/cit107","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1096-987X(199604)17:5\/6<490::AID-JCC1>3.0.CO;2-P"},{"key":"ref108\/cit108","unstructured":"RDKit: Open Source\nCheminformatics and Machine Learning Ver\n3. https:\/\/www.rdkit.org\/(accessed Jan 1, 2025)."},{"key":"ref109\/cit109","unstructured":"Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Scalmani, G.; Barone, V.; Petersson, G. A.; Nakatsuji, H.  Gaussian 16. Revision A; Gaussian Inc.: Wallingford CT, 2016."},{"key":"ref110\/cit110","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jctc.7b00174"},{"key":"ref111\/cit111","doi-asserted-by":"publisher","DOI":"10.1021\/ja00260a006"},{"key":"ref112\/cit112","unstructured":"Scikit-learn. https:\/\/scikit-learn.org\/. (accessed Jan 1, 2025)."},{"key":"ref113\/cit113","doi-asserted-by":"publisher","DOI":"10.1016\/S1093-3263(01)00123-1"},{"key":"ref114\/cit114","doi-asserted-by":"publisher","DOI":"10.1039\/C7SC04679K"},{"key":"ref115\/cit115","doi-asserted-by":"publisher","DOI":"10.1021\/acs.accounts.0c00857"},{"key":"ref116\/cit116","doi-asserted-by":"publisher","DOI":"10.1021\/acs.accounts.3c00198"}],"container-title":["The Journal of Physical Chemistry A"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/acs.jpca.5c03510","content-type":"application\/pdf","content-version":"vor","intended-application":"unspecified"},{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/acs.jpca.5c03510","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,2]],"date-time":"2025-10-02T08:11:46Z","timestamp":1759392706000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/doi\/10.1021\/acs.jpca.5c03510"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025,9,19]]},"references-count":116,"journal-issue":{"issue":"39","published-print":{"date-parts":[[2025,10,2]]}},"alternative-id":["10.1021\/acs.jpca.5c03510"],"URL":"https:\/\/doi.org\/10.1021\/acs.jpca.5c03510","relation":{},"ISSN":["1089-5639","1520-5215"],"issn-type":[{"value":"1089-5639","type":"print"},{"value":"1520-5215","type":"electronic"}],"subject":[],"published":{"date-parts":[[2025,9,19]]}}}