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Diastereoselective addition reactions of furyl sulfonylimine using chiral boronates as auxiliary: application to the enantioselective synthesis of 2,3-disubstituted furyl sulfonylamides.

作者信息

Yim Ho-Kee, Wong Henry N C

机构信息

Department of Chemistry, Institute of Chinese Medicine, and Central Laboratory of the Institute of Molecular Technology for Drug Discovery and Synthesis, The Chinese University of Hong Kong. Shatin, New Territories, Hong Kong SAR, China.

出版信息

J Org Chem. 2004 Apr 16;69(8):2892-5. doi: 10.1021/jo030385e.

DOI:10.1021/jo030385e
PMID:15074949
Abstract

The addition reactions of various nucleophiles to a furyl sulfonylimine bearing a chiral boronate at the C-3 position furnished chromatographically separable diastereomers. The R diastereoselection was found to be more favorable. Further transformation of C-B bonds to C-C bonds was achieved by using standard Suzuki coupling conditions to give optically active 2,3-disubstituted furyl sulfonylamides.

摘要

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