Stereoselective Hydrosilylation of 1,2‐Diketones Catalyzed by Chiral Frustrated Lewis Pairs

Author:

Liu Ting12,Meng Wei12ORCID,Feng Xiangqing12ORCID,Du Haifeng12ORCID

Affiliation:

1. Beijing National Laboratory for Molecular Sciences CAS Key Laboratory of Molecular Recognition and Function Institute of Chemistry Chinese Academy of Sciences Beijing 100190 China

2. University of Chinese Academy of Sciences Beijing 100049 China

Abstract

AbstractThe asymmetric reduction of 1,2‐diketones for the synthesis of optically active 1,2‐diols, especially 1,2‐anti‐diols, remains a formidable challenge. In this paper, we describe the first highly stereoselective hydrosilylation of unsymmetrical vicinal diketones with PhSiH3 by using a chiral frustrated Lewis pair (FLP) catalyst, giving a variety of 1,2‐diaryl‐1,2‐anti‐diols in high yields with excellent d.r. values and up to 97 % ee. The chiral FLP catalyst exhibits the ability to control regio‐, diastereo‐ and enantioselectivites concurrently.

Funder

National Outstanding Youth Science Fund Project of National Natural Science Foundation of China

Key Programme

Publisher

Wiley

Subject

General Medicine

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