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Copper‐Catalyzed Synthesis of Tetrasubstituted Alkenes via Regio‐ and <i>anti</i>‐Selective Addition of Silylboronates to Internal Alkynes

Hirokazu Moniwa, Ryo Shintani

2021Chemistry - A European Journal16 citationsDOI

Abstract

As a new and complementary method for the synthesis of structurally defined tetrasubstituted alkenes, a copper-catalyzed regio- and anti-selective addition of silylboronates to unsymmetric internal alkynes has been developed. A variety of unactivated alkynes can be employed with high selectivity under simple and mild conditions, and the resulting products have been further functionalized by utilizing silyl and boryl groups on the alkene.

Topics & Concepts

AlkeneChemistryCatalysisSelectivityRegioselectivityAlkyneCopperCombinatorial chemistrySilylationOrganic chemistryOrganoboron and organosilicon chemistryCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization Methods
Copper‐Catalyzed Synthesis of Tetrasubstituted Alkenes via Regio‐ and <i>anti</i>‐Selective Addition of Silylboronates to Internal Alkynes | Litcius