Tetrahedron

Synthesis of 5-alkylidene-2, 5-dihydropyrrol-2-ones based on cyclizations of 1, 3-bis (trimethylsilyloxy)-1, 3-butadienes with oxalyl chloride

C Haase, P Langer

Index: Haase, Christian; Langer, Peter Tetrahedron, 2009 , vol. 65, # 23 p. 4530 - 4539

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Citation Number: 7

Abstract

The acid-mediated reaction of amines with γ-alkylidenebutenolides, readily available by cyclization of 1, 3-bis (silyloxy)-1, 3-butadienes with oxalyl chloride, allows a convenient synthesis of a variety of 5-alkylidene-2, 5-dihydropyrrol-2-ones. The configuration of the exocyclic double bond of the products depends on the substitution pattern of the products.