2026-10-13T07:06:14Z https://api.figshare.com/v2/oai

oai:figshare.com:article/34025067 2026-09-29T16:15:49Z category_1 category_4 category_7 category_272 category_873 category_39 category_734 portal_63 item_type_6 month_year_09_2026

Photoinduced Nickel-Catalyzed Enantioconvergent Synthesis of Allylic 1,3-Diols Bearing a Quaternary Stereocenter Huiwen Yang (17263510) Qianwei Zhu (8789714) Ping Wang (42415) Zhong Zhang (103242) Fei Feng (427513) Yun Xu (139234) Lu Wang (45927) Kaiwen Li (467984) Xu Han (141301) Hanmin Huang (1508290) Youqing Yang (1429198) Biophysics Biochemistry Medicine Environmental Sciences not elsewhere classified Chemical Sciences not elsewhere classified Ecology Biological Sciences not elsewhere classified standing challenge associated reductive quenching pathway mechanistic studies reveal highly selective photoredox functional group tolerance providing versatile intermediates catalyzed enantioconvergent synthesis chiral allylic 1 ni intermediates allylic 1 transformation proceeds stereocontrol element stereochemical integrity situ generation results address reaction proceeds quaternary stereocenter photoinduced nickel nucleophilic allyl nickel dual excellent yields enantioselective coupling diols bearing desired products catalytic strategy asymmetric construction An efficient and highly selective photoredox/nickel dual-catalytic strategy has been developed for the synthesis of chiral allylic 1,3-diols bearing fully substituted quaternary stereocenters from readily available vinyl cyclic carbonates (VCCs) and aldehydes. The transformation proceeds through in situ generation of nucleophilic allyl-Ni intermediates, enabling regio-, diastereo-, and enantioselective coupling with aldehydes to deliver the desired products in excellent yields and stereoselectivities. The protocol exhibits broad substrate scope, functional group tolerance, and scalability, providing versatile intermediates for downstream transformations without loss of stereochemical integrity. Mechanistic studies reveal that the reaction proceeds through a reductive quenching pathway and that a monomeric chiral Ni complex serves as the stereocontrol element. Collectively, these results address a long-standing challenge associated with the asymmetric construction of 1,3-diols bearing quaternary stereocenters. 2026-09-29T00:00:00Z Text Journal contribution 10.1021/jacs.6c14478.s001 https://figshare.com/articles/journal_contribution/Photoinduced_Nickel-Catalyzed_Enantioconvergent_Synthesis_of_Allylic_1_3-Diols_Bearing_a_Quaternary_Stereocenter/34025067 CC BY-NC 4.0