γ-Substituted butyrolactones from acrolein and carbonyl compounds

J Barluenga, JR Fernández, M Yus

Index: Barluenga, Jose; Fernandez, Jose R.; Yus, Miguel Journal of the Chemical Society, Chemical Communications, 1987 , # 20 p. 1534 - 1535

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Citation Number: 2

Abstract

The lithiation of 3-chloropropanal diethyl acetal (easily prepared from acrolein) at -78 "C with lithium naphthalenide followed by reaction with various carbonyl compounds, and final oxidation with m-chloroperbenzoic acid leads to y-su bstituted bu tyro1 act0 nes. ... Scheme l.$ Reagents and conditions: i, Li+CloH8, -78 "C; ii, R*R*C=O (3), -78 to 20 "C overnight; iii, NH,CI; iv, 3-ClC,H,CO3H-BF3.OEt2. ... (2)t with lithium naphthalenide at -78 "C]4 is treated with ...