Stereoselective conjugate addition of metallated 2-methylpyridine to functionalized α, β-Unsaturated carbonyl compounds

F Sanchez-Sancho, B Herradon

Index: Sanchez-Sancho, Francisco; Herradon, Bernardo Heterocycles, 2003 , vol. 60, # 8 p. 1843 - 1854

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Citation Number: 10

Abstract

Abstract–The reaction of bis-(2-pyridylmethyl) cyanocuprate (3) with a variety of α, β- unsaturated carbonyl compounds is reported. It has been found that while the reaction with enone goes through a 1, 2-addition path, the outcome of the reaction with α, β-unsaturated esters depends on the structure of the electrophile, giving the conjugate addition product with γ-hetero-substituted α, β-unsaturated esters. On the other hand, the reaction of 3 with ...