Michael addition of acyclic lithium 1, 3-dien-2-olates with α, β-unsaturated esters, ketones, and diesters

S Kanemasa, M Kumegawa, E Wada…

Index: Kanemasa, Shuji; Kumegawa, Masahiro; Wada, Eiji; Nomura, Masafumi Bulletin of the Chemical Society of Japan, 1991 , vol. 64, # 10 p. 2990 - 3004

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Citation Number: 14

Abstract

The Michael addition of lithium 1, 3-dien-2-olates with α, β-unsaturated carbonyl compounds is described. With α, β-unsaturated esters the reaction was reversible even at− 78° C, while kinetically controlled with α, β-unsaturated ketones or alkylidenemalonates. At room temperature, the initially formed Michael adducts undergo subsequent intramolecular Michael addition to give substituted cyclohexanone derivatives in a highly stereoselective ...