Use of cyclic sulfamidates derived from D-allosamine in nucleophilic displacements: Scope and limitations

被引：45

作者：

Aguilera, B ^{[1
]}

FernandezMayoralas, A ^{[1
]}

Jaramillo, C ^{[1
]}

机构：

[1] CSIC,INST QUIM ORGAN,DEPT QUIM ORGAN BIOL,E-28006 MADRID,SPAIN

来源：

TETRAHEDRON | 1997年 / 53卷 / 16期

关键词：

D O I：

10.1016/S0040-4020(97)00246-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A cyclic 2,3-sulfamidate derived from N-acetyl-D-allosamine has been treated with a variety of S-, N-, O-, and C-nucleophiles, leading to nucleophilic displacement at C-3, elimination, or deacetylation reactions depending on the type of nucleophile used. Nucleophilic displacement is achieved with thio-nucleophiles and NaN3, allowing the preparation of 3-thio- or 3-azido glucosamine derivatives difficult to obtain by use of sulfonates. (C) 1997 Elsevier Science Ltd.

引用

页码：5863 / 5876

页数：14

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