Synthesis of N-sulfonyl aziridines through regioselective opening of epoxides under solid-liquid PTC conditions

被引:21
作者
Albanese, D
Landini, D
Penso, M
Petricci, S
机构
[1] Ctr CNR, I-20133 Milan, Italy
[2] Univ Milan, Dipartimento Chim Organ & Ind, I-20133 Milan, Italy
关键词
D O I
10.1016/S0040-4020(99)00214-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The ring opening of epoxides 1 with 4-toluenesulfonamide (6) under solid-liquid phase transfer catalysis (SL-PTC) conditions afforded regioselectively beta-sulfonamidoalcohols 7 in high yields. These were further converted into N-sulfonylaziridines 9 after activation of the hydroxy leaving group followed by ring closing in the presence of potassium carbonate. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:6387 / 6394
页数:8
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