Sulfuration of 9,9′-bibenzonorbornenylidenes by elemental sulfur:: exclusive episulfide formation with retention of the configuration of alkenes

被引：21

作者：

Sugihara, Y ^{[1
]}

Noda, K ^{[1
]}

Nakayama, J ^{[1
]}

机构：

[1] Saitama Univ, Fac Sci, Dept Chem, Urawa, Saitama 3388570, Japan

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 46期

关键词：

sulfuration; 9,9 '-bibenzonorbornenylidenes; episulfides; stereochemistry; retention of configuration;

D O I：

10.1016/S0040-4039(00)01605-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Sulfuration of syn-bibenzonorbornenylidene (5a) by elemental sulfur in refluxing o-dichlorobenzene furnished the episulfide (6a) exclusively in 83% yield with retention of the configuration of 5a, while that of anti-9,9'-bibenzonorbornenylidene (5b) under the same conditions resulted in the exclusive formation of the episulfide (6c) in 72% yield also with retention of the configuration of 5b. Non-stereoselective sulfuration of 5a and 5b by S2Cl2 is also described. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：8913 / 8916

页数：4

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