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S-苯并恶唑基糖苷的通用合成方法及活化机制

Versatile synthesis and mechanism of activation of S-benzoxazolyl glycosides.

作者信息

Kamat Medha N, Rath Nigam P, Demchenko Alexei V

机构信息

Department of Chemistry and Biochemistry, University of Missouri-St. Louis, One University Boulevard, St. Louis, Missouri 63121, USA.

出版信息

J Org Chem. 2007 Aug 31;72(18):6938-46. doi: 10.1021/jo0711844. Epub 2007 Aug 4.

Abstract

As a part of a program for developing new efficient procedures for stereoselective glycosylation, a range of S-benzoxazolyl (SBox) glycosides have been synthesized. The mechanistic aspects of the SBox moiety activation for glycosylation via a variety of conceptually different pathways in the presence of thiophilic, electrophilic, or metal-based promoters have been investigated.

摘要

作为开发新型高效立体选择性糖基化方法计划的一部分,已合成了一系列S-苯并恶唑基(SBox)糖苷。研究了在亲硫、亲电或金属基促进剂存在下,通过各种概念上不同的途径使SBox部分活化以进行糖基化的机理。

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