Domino Reaction of 1, 3??Bis (trimethylsilyloxy)??1, 3??dienes with Oxalyl Chloride: General and Stereoselective Synthesis of γ??Alkylidenebutenolides

P Langer, T Schneider, M Stoll

Index: Langer, Peter; Schneider, Toni; Stoll, Martin Chemistry - A European Journal, 2000 , vol. 6, # 17 p. 3204 - 3214

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Citation Number: 68

Abstract

Abstract The Lewis acid catalyzed cyclization of oxalyl chloride with 1, 3-bis (trimethylsilyloxy)-1, 3-dienes 3, derived from 1, 3-dicarbonyl compounds 1, provides a new and general approach for the synthesis of γ-alkylidenebutenolides 4, a pharmacologically and synthetically important class of substances. A variety of butenolides were efficiently prepared in good yields and with very good regio-and stereoselectivities. An up-scaling of ...