Opening of a vinyl aziridine with p-toluenesulfonamide under TBAF catalysis:: synthesis of 3,4-diamino-3,4-dideoxy-L-chiro-inositol

被引：37

作者：

Paul, BJ ^{[1
]}

Hobbs, E ^{[1
]}

Buccino, P ^{[1
]}

Hudlicky, T ^{[1
]}

机构：

[1] Univ Florida, Dept Chem, Gainesville, FL 32611 USA

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 37期

关键词：

D O I：

10.1016/S0040-4039(01)01298-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

3,4-Diamino-3,4-Diamino-3,4-dideoxy-L-chiro-inositol has been prepared from bromobenzene by a chemoenzymatic approach. The key chemical step was a tetrabutylammonium fluoride (TBAF) catalyzed vinyl aziridine opening employing p-toluenesulfonamide as a nucleophile, establishing the 1,2-trans relationship of the amino groups. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：6433 / 6435

页数：3