Enantioselective Rh‐Catalyzed Hydroboration of Dialkyl Ketone‐Derived Silyl Enol Ethers

Author:

Liu Longqing1,Zhao Jinbo1,Dong Wenke2,Zhao Wanxiang3ORCID

Affiliation:

1. College of Chemistry and Life Science Changchun University of Technology Changchun Jilin 130012 P. R. China

2. College of Chemistry and Chemical Engineering Zhoukou Normal University Zhoukou Henan 466001 P. R. China

3. State Key Laboratory of Chemo/Biosensing and Chemometrics Advanced Catalytic Engineering Research Center of the Ministry of Education College of Chemistry and Chemical Engineering Hunan University Changsha Hunan 410082 P. R. China

Abstract

AbstractA Rh‐catalyzed asymmetric hydroboration of dialkyl ketone‐derived silyl enol ethers with HBpin has been developed using a commercially available catalyst and ligand ([RhCl (cod)]2 and MeO‐BIBOP). A variety of silyl enol ethers undergo this asymmetric transformation, providing the corresponding products with high enantioselectivity (up to 97 : 3 % er). In addition, the utility of this protocol is demonstrated by the versatile transformation of chiral borylether products to a range of valuable derivatives.

Funder

National Natural Science Foundation of China

Publisher

Wiley

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