Rh(I)/Sulfoxide-Imine-Olefin Complex Catalyzed Enantioselective Allylic Alkylation of 2-Fluoromalonate: Synthesis of Chiral α-Fluorolactone Bearing Vicinal Stereogenic Centers.

Autor: Jiang H; School of Chemical Science and Engineering, Tongji University, 1239 Siping Road, Shanghai, 200092, P.R. China., Zhao WW; School of Chemical Science and Engineering, Tongji University, 1239 Siping Road, Shanghai, 200092, P.R. China., Wang X; School of Chemical Science and Engineering, Tongji University, 1239 Siping Road, Shanghai, 200092, P.R. China., Zhang H; School of Chemical Science and Engineering, Tongji University, 1239 Siping Road, Shanghai, 200092, P.R. China., Zheng SC; School of Chemical Science and Engineering, Tongji University, 1239 Siping Road, Shanghai, 200092, P.R. China., Zhao X; School of Chemical Science and Engineering, Tongji University, 1239 Siping Road, Shanghai, 200092, P.R. China.
Jazyk: angličtina
Zdroj: Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2024 Dec 05; Vol. 30 (68), pp. e202402875. Date of Electronic Publication: 2024 Oct 16.
DOI: 10.1002/chem.202402875
Abstrakt: Highly enantioselective Rh-catalyzed allylic substitution of the racemic branched allylic substrates with 2-fluoromalonate was realized enabled by a novel chiral sulfoxide-imine-olefin ligand under mild reaction conditions. The utilization of CuSO 4 is beneficial for improving the enantioselectivity. Notably, the chiral fluoro-containing allyl products can be employed in a selective cyclic esterification to form chiral α-fluorolactone bearing vicinal stereogenic centers.
(© 2024 Wiley-VCH GmbH.)
Databáze: MEDLINE
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