2-(trimethylsilyl)ethanesulfonyl (or SES) group in amine protection and activation

被引:47
作者
Ribiere, Patrice
Declerck, Valerie
Martinez, Jean
Lamaty, Frederic
机构
[1] Univ Montpellier I, CNRS, LAPP, F-34095 Montpellier 5, France
[2] Univ Montpellier 2, CNRS, LAPP, F-34095 Montpellier 5, France
关键词
D O I
10.1021/cr0300587
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The 2-(trimethylsilyl)ethanesulfonyl (SES) group is an amine protecting group already described in several types of synthesis. Beyond the simple amine protection, the reagents derived from SES-NH2 give access to a large variety of amino compounds by direct introduction of SES-sulfonamide into a substrate. Stability, orthogonality, and mild conditions of deprotection, as well as activating properties, make the use of the SES protecting group in synthesis very attractive, competitive with the tosyl group.
引用
收藏
页码:2249 / 2269
页数:21
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