Tetrahedron letters

Retro-ene type fragmentation of allylic dithiolcarbonates

M Eto, M Nishimoto, S Kubota, T Matsuoka, K Harano

Index: Eto, Masashi; Nishimoto, Mitsuhiro; Kubota, Shoji; Matsuoka, Toshikazu; Harano, Kazunobu Tetrahedron Letters, 1996 , vol. 37, # 14 p. 2445 - 2448

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Citation Number: 16

Abstract

The formation of 2-alkenyl alkyl sulfides from S-(2-alkenyl) S-alkyl dithiocarbonates with extrusion of COS was found to be effectively catalyzed by Lewis acids. The ab initio calculations strongly suggested that the reaction falls into category of “retro-alkylthio-ene” reaction.

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