{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,10]],"date-time":"2026-10-10T07:59:12Z","timestamp":1791619152522,"version":"4.3.4"},"reference-count":69,"publisher":"American Association for the Advancement of Science (AAAS)","issue":"24","content-domain":{"domain":["www.science.org"],"crossmark-restriction":true},"short-container-title":["Sci. Adv."],"published-print":{"date-parts":[[2023,6,16]]},"abstract":"<jats:p>Chiral ketones and their derivatives are useful synthetic intermediates for the synthesis of biologically active natural products and medicinally relevant molecules. Nevertheless, general and broadly applicable methods for enantioenriched acyclic \u03b1,\u03b1-disubstituted ketones, especially \u03b1,\u03b1-diarylketones, remain largely underdeveloped, owing to the easy racemization. Here, we report a visible light photoactivation and phosphoric acid\u2013catalyzed alkyne-carbonyl metathesis\/transfer hydrogenation one-pot reaction using arylalkyne, benzoquinone, and Hantzsch ester for the expeditious synthesis of \u03b1,\u03b1-diarylketones with excellent yields and enantioselectivities. In the reaction, three chemical bonds, including C\u2550O, C\u2500C, and C\u2500H, are formed, providing a de novo synthesis reaction for chiral \u03b1,\u03b1-diarylketones. Moreover, this protocol provides a convenient and practical method to synthesize or modify complex bioactive molecules, including efficient routes to florylpicoxamid and BRL-15572 analogs. Computational mechanistic studies revealed that C-H\/\u03c0 interactions, \u03c0-\u03c0 interaction, and the substituents of Hantzsch ester all play crucial roles in the stereocontrol of the reaction.<\/jats:p>","DOI":"10.1126\/sciadv.adg7754","type":"journal-article","created":{"date-parts":[[2023,6,16]],"date-time":"2023-06-16T13:58:40Z","timestamp":1686923920000},"update-policy":"https:\/\/doi.org\/10.34133\/aaas_crossmark","source":"Crossref","is-referenced-by-count":19,"title":["Enantioselective synthesis of \u03b1,\u03b1-diarylketones by sequential visible light photoactivation and phosphoric acid catalysis"],"prefix":"10.1126","volume":"9","author":[{"ORCID":"https:\/\/orcid.org\/0009-0002-0667-069X","authenticated-orcid":true,"given":"Hong-Fu","family":"Liu","sequence":"first","affiliation":[{"name":"School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, Guangdong 529020, China."}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0006-1754-3054","authenticated-orcid":true,"given":"Liang","family":"Long","sequence":"additional","affiliation":[{"name":"Institute of Traditional Chinese Medicine and Natural Products, College of Pharmacy\/Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research\/International Cooperative Laboratory of Traditional Chinese Medicine Modernization and Innovative Drug Development of Chinese Ministry of Education of China (MOE), Jinan University, Guangzhou 510632, China."}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zhi-Qiang","family":"Zhu","sequence":"additional","affiliation":[{"name":"School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, Guangdong 529020, China."}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Teng-Fei","family":"Wu","sequence":"additional","affiliation":[{"name":"School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, Guangdong 529020, China."}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yi-Rui","family":"Zhang","sequence":"additional","affiliation":[{"name":"School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, Guangdong 529020, China."}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Han-Peng","family":"Pan","sequence":"additional","affiliation":[{"name":"School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, Guangdong 529020, China."}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7757-0800","authenticated-orcid":true,"given":"Ai-Jun","family":"Ma","sequence":"additional","affiliation":[{"name":"School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, Guangdong 529020, China."}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jin-Bao","family":"Peng","sequence":"additional","affiliation":[{"name":"School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, Guangdong 529020, China."}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yong-Heng","family":"Wang","sequence":"additional","affiliation":[{"name":"Institute of Traditional Chinese Medicine and Natural Products, College of Pharmacy\/Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research\/International Cooperative Laboratory of Traditional Chinese Medicine Modernization and Innovative Drug Development of Chinese Ministry of Education of China (MOE), Jinan University, Guangzhou 510632, China."}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1178-0121","authenticated-orcid":true,"given":"Hao","family":"Gao","sequence":"additional","affiliation":[{"name":"Institute of Traditional Chinese Medicine and Natural Products, College of Pharmacy\/Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research\/International Cooperative Laboratory of Traditional Chinese Medicine Modernization and Innovative Drug Development of Chinese Ministry of Education of China (MOE), Jinan University, Guangzhou 510632, China."}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0631-0758","authenticated-orcid":true,"given":"Xiang-Zhi","family":"Zhang","sequence":"additional","affiliation":[{"name":"School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, Guangdong 529020, China."}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"221","reference":[{"key":"e_1_3_2_2_2","doi-asserted-by":"publisher","DOI":"10.1039\/C7SC03404K"},{"key":"e_1_3_2_3_2","doi-asserted-by":"publisher","DOI":"10.1002\/cctc.201701601"},{"key":"e_1_3_2_4_2","doi-asserted-by":"publisher","DOI":"10.1007\/s11426-020-9910-2"},{"key":"e_1_3_2_5_2","doi-asserted-by":"publisher","DOI":"10.1080\/14786419.2018.1443091"},{"key":"e_1_3_2_6_2","doi-asserted-by":"publisher","DOI":"10.1039\/C5RA15982B"},{"key":"e_1_3_2_7_2","doi-asserted-by":"publisher","DOI":"10.1126\/science.1106753"},{"key":"e_1_3_2_8_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.0c09177"},{"key":"e_1_3_2_9_2","doi-asserted-by":"publisher","DOI":"10.1021\/jm00197a018"},{"key":"e_1_3_2_10_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.5b05086"},{"key":"e_1_3_2_11_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.2c00709"},{"key":"e_1_3_2_12_2","doi-asserted-by":"crossref","first-page":"e202208874","DOI":"10.1002\/anie.202208874","article-title":"Enantioselective para-C(sp2)-H functionalization of alkyl benzene derivatives via cooperative catalysis of gold\/chiral br\u00f8nsted acid","volume":"61","author":"Liu X.-S.","year":"2022","unstructured":"X.-S.\u00a0Liu, Z.\u00a0Tang, Z.-Y.\u00a0Si, Z.\u00a0Zhang, L.\u00a0Zhao, L.\u00a0Liu, Enantioselective para-C(sp2)-H functionalization of alkyl benzene derivatives via cooperative catalysis of gold\/chiral br\u00f8nsted acid. 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Stephenson T.\u00a0P.\u00a0Yoon D.\u00a0W.\u00a0C. 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