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The Use of Chiral BINAM NHC-Rh(III) Complexes in Enantioselective Hydrosilylation of 3-Oxo-3-arylpropionic Acid Methyl or Ethyl Esters

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Qin Xu,^† Xingxing Gu,^† Sijia Liu,^† Qinyu Dou,^† and Min Shi*^†^‡

School of Chemistry & Molecular Engineering, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China, and State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, China mshi@mail.sioc.ac.cn

J. Org. Chem., 2007, 72 (6), pp 2240–2242

DOI: 10.1021/jo062453d

Publication Date (Web): February 21, 2007

†

East China University of Science and Technology.

Address correspondence to this author. Fax: 86-21-64166128.

‡

Chinese Academy of Sciences.

Abstract

Axially chiral BINAM N-heterocyclic carbene (NHC)-Rh(III) complexes were applied in the enantioselective hydrosilylation of 3-oxo-3-arylpropionic acid methyl or ethyl esters. The reduction products 3-hydroxy-3-arylpropionic acid methyl or ethyl esters could be obtained in good yields with good to excellent enantioselectivities under mild conditions.

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Published In Issue March 16, 2007
Received November 29, 2006

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Note

The Use of Chiral BINAM NHC-Rh(III) Complexes in Enantioselective Hydrosilylation of 3-Oxo-3-arylpropionic Acid Methyl or Ethyl Esters