Synthesis of 1,2,5-thiadiazolidines 1,1-dioxides (Cyclosulfamides) starting from amino acids and chlorosulfonyl isocyanate

被引：48
作者：
Regaïnia, Z
Abdaoui, M
Aouf, NE
Dewynter, G
Montero, JL
机构：
[1] Univ Montpellier 2, Lab Chim Biomol, UMR 5032, F-34095 Montpellier 5, France
[2] Univ Annaba, Lab Chim Biomol, El Hadjar, Algeria
来源：
TETRAHEDRON | 2000年 / 56卷 / 03期
关键词：
chlorosulfonyl isocyanate; nitrogen mustards; amino acids; Mitsunobu reaction; cyclosulfamides; 4-substituted-1,2,5-thiadiazolidine 1,1-dioxides;
D O I：
10.1016/S0040-4020(99)01025-X
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We report here a practical access to a series of five-membered cyclosulfamides (1,2,5-thiadiazolidines 1,1-dioxides) N-2 substituted by the BOC group. These compounds are synthesized starting from chlorosulfonyl isocyanate and nitrogen mustards or amino acids. The derivatization of amino acids can lead to an alkyl group on C-4 with a well-defined configuration; in this case the N' position was protected by a benzyl group. These compounds are valuable tools for asymmetric synthesis. (C) 2000 Elsevier Science Ltd. All rights reserved.
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收藏
页码：381 / 387
页数：7
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