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.
Synthesis of N-sulfonyl aziridines through regioselective opening of epoxides under solid-liquid PTC conditions / D. Albanese, D. Landini, M. Penso, S. Petricci. - In: TETRAHEDRON. - ISSN 0040-4020. - 55:20(1999), pp. 6387-6394.
Synthesis of N-sulfonyl aziridines through regioselective opening of epoxides under solid-liquid PTC conditions
D. AlbanesePrimo
;D. LandiniSecondo
;
1999
Abstract
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.
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