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Enantioselective Synthesis of Chiral Organosilicon Compounds by Organocatalytic Asymmetric Conjugate Addition of Boronic Acids to β-Silyl-α,β-Unsaturated Ketones.

Xiao WangGuo-Li ChaiYa-Jing HouMing-Qian ZhouJunbiao Chang
Published in: The Journal of organic chemistry (2023)
Herein, we report ( R )-3,3'-(3,5-(CF 3 ) 2 -C 6 H 3 ) 2 -BINOL-catalyzed enantioselective conjugate addition of organic boronic acids to β-silyl-α,β-unsaturated ketones, furnishing moderate to excellent yields of the corresponding β-silyl carbonyl compounds with stereogenic centers in excellent enantioselectivities (up to 98% ee). Moreover, the catalytic system features mild reaction conditions, high efficiency, broad substrate scope, and easy scale-up.
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