Litcius/Paper detail

Synthesis of Si‐Stereogenic Silanols by Catalytic Asymmetric Hydrolytic Oxidation

Wei Yuan, Xujiang Zhu, Yankun Xu, Chuan He

2022Angewandte Chemie International Edition69 citationsDOI

Abstract

Abstract Despite growing progress in the construction of chiral organosilicon compounds, the catalytic asymmetric synthesis of silicon‐stereogenic silanols is less explored and remains a considerable challenge. Herein, we report the first enantioselective construction of silicon‐stereogenic silanols by the catalytic asymmetric hydrolytic oxidation of dihydrosilanes. This practical procedure features ambient reaction conditions, high atom economy, good functional‐group compatibility, and H 2 as the only by‐product, and produces a wide range of valuable chiral silanols and bis‐silanols in decent yields with excellent chemo‐ and stereoselectivity.

Topics & Concepts

StereocenterOrganosiliconEnantioselective synthesisCatalysisHydrolysisStereoselectivityChemistrySiliconOrganic chemistryCombinatorial chemistryOrganoboron and organosilicon chemistrySynthetic Organic Chemistry MethodsAsymmetric Synthesis and Catalysis