{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,7]],"date-time":"2026-09-07T18:08:49Z","timestamp":1788804529922,"version":"build-2803163510"},"reference-count":44,"publisher":"American Chemical Society (ACS)","issue":"25","license":[{"start":{"date-parts":[[2026,6,16]],"date-time":"2026-06-16T00:00:00Z","timestamp":1781568000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2026,6,16]],"date-time":"2026-06-16T00:00:00Z","timestamp":1781568000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2026,6,16]],"date-time":"2026-06-16T00:00:00Z","timestamp":1781568000000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-045"}],"funder":[{"DOI":"10.13039\/501100009076","name":"University of Science and Technology of China","doi-asserted-by":"publisher","award":["KY2060000216"],"award-info":[{"award-number":["KY2060000216"]}],"id":[{"id":"10.13039\/501100009076","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China (NSFC)","doi-asserted-by":"crossref","award":["22322109"],"award-info":[{"award-number":["22322109"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"crossref"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2026,7,1]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>Enantioselective skeletal editing of unstrained cyclohexanones via C\u2013C bond cleavage remains a major synthetic challenge. Herein, we report a chiral enamine-catalyzed desymmetrizing Dieckmann condensation of prochiral cyclohexanones to deliver enantioenriched \u03b3-lactams and \u03b3-amino ketones. Using a cinchona-derived amine catalyst and K2CO3, aprotic dichloroethane furnishes \u03b3-lactams, whereas the addition of methanol as a nucleophile affords \u03b3-amino ketones. Mechanistic studies reveal that reversible enamine formation is nonenantiodetermining and that C\u2013C bond cleavage is both rate-limiting and enantiodetermining. This method provides access to valuable chiral building blocks, including dipeptides and a key intermediate for the synthesis of pyrrolam A.<\/jats:p>","DOI":"10.1021\/jacs.6c03890","type":"journal-article","created":{"date-parts":[[2026,6,16]],"date-time":"2026-06-16T08:04:15Z","timestamp":1781597055000},"page":"25321-25328","source":"Crossref","is-referenced-by-count":0,"title":["Organocatalytic Desymmetric\nCarbon\u2013Carbon Bond\nCleavage of Unstrained Cyclohexanones"],"prefix":"10.1021","volume":"148","author":[{"given":"Wei-Yi","family":"Zhang","sequence":"first","affiliation":[{"name":"University of Science and Technology of China , , ,","place":["Hefei, China, 230026"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yu-Hao","family":"Wang","sequence":"additional","affiliation":[{"name":"University of Science and Technology of China , , ,","place":["Hefei, China, 230026"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xing-Yu","family":"Zhu","sequence":"additional","affiliation":[{"name":"University of Science and Technology of China , , ,","place":["Hefei, China, 230026"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yi-Fei","family":"Cheng","sequence":"additional","affiliation":[{"name":"University of Science and Technology of China , , ,","place":["Hefei, China, 230026"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7229-3426","authenticated-orcid":true,"given":"Pu-Sheng","family":"Wang","sequence":"additional","affiliation":[{"name":"University of Science and Technology of China , , ,","place":["Hefei, China, 230026"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,6,16]]},"reference":[{"key":"2026090713185121800_cit1a","doi-asserted-by":"publisher","first-page":"1392","DOI":"10.1021\/acs.accounts.5c00030","article-title":"Advancing Total Synthesis Through\nSkeletal Editing","volume":"58","author":"Al-Ahmad","year":"2025","journal-title":"Acc. 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