4.8 Article

Amide-Directed, Rhodium-Catalyzed Enantioselective Hydrosilylation of Unactivated Internal Alkenes

Journal

ORGANIC LETTERS
Volume 25, Issue 10, Pages 1667-1672

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.3c00289

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Despite recent progress in asymmetric hydrosilylation, achieving metal-catalyzed enantioselective hydrosilylation of unactivated internal alkenes remains challenging. In this study, we demonstrate a rhodium-catalyzed enantioselective hydrosilylation of unactivated internal alkenes bearing a polar group. The coordination assistance provided by an amide group enables the reaction to proceed with high regio- and enantioselectivity.
Despite the recent advances made in the area of asymmetric hydrosilylation, metal-catalyzed enantioselective hydrosilylation of unactivated internal alkenes remains a challenge. Here, we report a rhodium-catalyzed enantioselective hydrosilylation of unactivated internal alkenes bearing a polar group. The coordination assistance by an amide group enables the hydrosilylation to occur with high regio-and enantioselectivity.

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