Efficient stereocontrolled synthesis of D-erythro-sphingosine from N-benzoyl-D-glucosamine

被引：28

作者：

Murakami, T

Hato, M

机构：

[1] National Institute of Materials and Chemical Research, Tsukuba, Ibaraki 305

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1996年 / 08期

关键词：

D O I：

10.1039/p19960000823

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

D-erythro-Sphingosine is synthesized from N-benzoyl-D-glucosamine 2 in a highly regio- and stereo-controlled manner; The key features in the synthesis involve the efficient conversion of compound 2 into the vinyl epoxide 10 and the subsequent S(N)2'-type reaction with a Grignard reagent in the presence of CuCN to afford the 1-O,2-N-protected sphingosine 11.

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页码：823 / 827

页数：5

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