Helvetica chimica acta

An efficient synthesis of α, β??unsaturated aldehydes by a four??carbon unit extension of Grignard reagents

R Cloux, M Schlosser

Index: Cloux, Roland; Schlosser, Manfred Helvetica Chimica Acta, 1984 , vol. 67, p. 1470 - 1474

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Abstract

Summary Copper-catalyzed addition of organomagnesium halides to 2-(2,2-diethoxy- ethy1)oxirane (1) affords aldol acetals 2 which upon acid treatment undergo hydrolysis and dehydration to give a,[)-unsaturated aldehydes 7 with high yields. ... The problem of synthesizing a,a-unsaturated aldehydes (enals) by chain extension appears to be solved. An exhaustive literature survey would produce an almost infinite variety of methods. A closer look, however, reveals some ...