Expedious synthesis of polyhydroxylated selena and thia-heterocycles via Se and S-ring closure of α,ω-dibromoalditols

被引：11

作者：

Benazza, M ^{[1
]}

Halila, S ^{[1
]}

Viot, C ^{[1
]}

Danquigny, A ^{[1
]}

Pierru, C ^{[1
]}

Demailly, G ^{[1
]}

机构：

[1] Univ Picardie, CNRS FRE 2779, Lab Glucides, F-80039 Amiens, France

来源：

TETRAHEDRON | 2004年 / 60卷 / 12期

关键词：

alditols; dibromoalditols; thiaheterocycles; selenaheterocycles; antioxydants; biselectrophiles;

D O I：

10.1016/j.tet.2004.01.061

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The selena and thiaanhydro alditols (with xylo, ribo, D-arabino, erythro, D,L-threo and D-manno configuration) were easily and expeditiously synthesized in good to excellent yields by reaction of selenure and sulfur ions as binucleophiles with alpha,omega-dibromoalditols as bis-electrophilic substrates. With the 1,6-dibromo-D-glucitol derivative as substrate, only the corresponding thiepane derivative was obtained while the selenaheterocyclistation attempte led to complex mixture. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：2889 / 2895

页数：7

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