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Rhodium-Catalyzed Enantioselective Hydrosilylation of 1,1-Disubstituted Enamides. | LitMetric

Rhodium-Catalyzed Enantioselective Hydrosilylation of 1,1-Disubstituted Enamides.

Org Lett

Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, and Key Laboratory of Organosilicon Material Technology of Zhejiang Province, College of Material, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 311121, P. R. China.

Published: December 2024

AI Article Synopsis

Article Abstract

Catalytic hydrosilylation of 1,1-disubstituted enamides is one of the most challenging and synthetically useful processes in organosilicon chemistry and asymmetric catalysis. Herein, we report a rhodium-catalyzed enantioselective hydrosilylation of α-arylenamides with substituted hydrosilanes with the aid of chiral P-ligand, including newly developed spirophosphite ligands, giving various chiral β-silylated amides in excellent yields with good to excellent enantioselectivities (98:2 er after recrystallization). In addition, chiral β-silylated amines can be obtained by further functionalization of the hydrosilylation product.

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Source
http://dx.doi.org/10.1021/acs.orglett.4c03491DOI Listing

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