1,2-sulfur migrations

被引：39
|
作者：
Sromek, Anna W. [1 ]
Gevorgyan, Vladimir [1 ]
机构：
[1] Univ Illinois, Dept Chem, Chicago, IL 60607 USA
来源：
SULFUR-MEDIATED REARRANGEMENTS I | 2007年 / 274卷
关键词：
carbohydrates; heterocycles; Morin rearrangement; sulfur migration; thiiranium;
D O I：
10.1007/128_057
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
1,2-Thio migration has emerged as a valuable synthetic tool for organic chemists. The most common route of 1,2-thio migration proceeds through a thiiranium intermediate. The latter usually proceeds stereo selectively, since substitution of a vicinal leaving group of sulfur takes place with good stereocontrol; substitution or elimination to open the thiiranium ring also proceeds stereo selectively. This and other types of 1,2-thio migration, including 1,2-thio shifts, formal 1,2-thio migration through fragmentation-recombination, [1,5]similar to thio migration in five-membered ring systems, and radical 1,2-thio migrations are discussed in this review.
引用
收藏
页码：77 / 124
页数：48
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