Synthesis of O-unprotected glycosyl selenoureas.: A new access to bicyclic sugar isoureas

被引：63

作者：

Fernández-Bolaños, JG ^{[1
]}

López, O ^{[1
]}

Ulgar, V ^{[1
]}

Maya, I ^{[1
]}

Fuentes, J ^{[1
]}

机构：

[1] Univ Seville, Fac Quim, Dept Quim Organ, E-41071 Seville, Spain

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 21期

关键词：

isoselenocyanates; selenoureas; isoureas; triphosgene; selenium; hydrogen peroxide;

D O I：

10.1016/j.tetlet.2004.03.143

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

beta-D-Gluco and mannopyranosyl selenoureas have been prepared by coupling of the corresponding glycosylamines with phenyl isoselenocyanate in aqueous pyridine. Alkyl and aryl isoselenocyanates, and 1,4-phenylene diisoselenocyanate have been obtained from the corresponding formamides with an excess of triphosgene, black selenium and tricthylamine. Treatment of the O-unprotected beta-D-glucopyranosyl selenourea with aqueous oxygen pet-oxide afforded a 1,2-trans-fused bicyclic isourea. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：4081 / 4084

页数：4

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