One-pot synthesis of α, β-butenolides from methyl (Z)-3-chloroacrylate

J Barluenga, JR Fernández, M Yus

Index: Barluenga, Jose; Fernandez, Jose R.; Yus, Miguel Journal of the Chemical Society, Chemical Communications, 1986 , # 2 p. 183 - 184

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Abstract

A one-pot synthesis of 4,4-disu bstituted a$-butenolides from methyl (Z)-3-chloroacrylate by successive addition of a Grignard reagent, lithiation, and carbonation is described. ... The a$-butenolide ring is present in a large number of biologically important natural products. 1 Recently, we repor- ted the preparation of different dianionic synthons such as (1),* (2),2b (3),ZC and (4)2d by metallation of the correspond- ing chlorinated precursors and studied their reactivity ...