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Regiodivergent Hydrosilylation of Polar Enynes to Synthesize Site‐Specific Silyl‐Substituted Dienes

Zi‐Lu Wang, Ying Wang, Yuchen Sun, Jinbo Zhao, Yun‐He Xu

2024Angewandte Chemie International Edition19 citationsDOIOpen Access PDF

Abstract

Abstract Herein, we present catalyst‐regulated switchable site‐selective hydrosilylation of enynes, which are suitable for a wide range of alkyl and aryl substituted polar enynes and exhibit excellent functional group compatibility. Under the optimized conditions, silyl groups can be precisely installed at various positions of 1,3‐dienes. While α‐ and γ‐silylation products were obtained under platinum‐catalytic systems, β‐silylation products were delivered with [Cp*RuCl] 4 as catalyst. This process lead to the formation of 1,3‐dienoates with diverse substitutions, which would pose challenges with other methodologies.

Topics & Concepts

HydrosilylationSilylationPolarChemistryOrganic chemistryCatalysisPhysicsAstronomyOrganoboron and organosilicon chemistrySynthetic Organic Chemistry MethodsAsymmetric Synthesis and Catalysis
Regiodivergent Hydrosilylation of Polar Enynes to Synthesize Site‐Specific Silyl‐Substituted Dienes | Litcius