The Journal of Organic Chemistry

. alpha.-Alkoxyallylation of activated carbonyl compounds. A novel variant of the Michael reaction

RM Coates, SJ Hobbs

Index: Coates, Robert M.; Hobbs, Steven J. Journal of Organic Chemistry, 1984 , vol. 49, p. 140 - 152

Full Text: HTML

Citation Number: 32

Abstract

Enolic or readily enolizable carbonyl compounds undergo a-alkoxyallylation upon reaction with acetals of a,@-enals or ethoxyallene at temperatures ranging from 200 'C to ambient. Whereas reactions of the highly enolic or acidic carbonyl compounds (endocyclic 8- diketones, a-cyano ketones, a-nitro carbonyl compounds, and a-hydroxymethylene derivatives) occurred simply upon heating, alkylation of the less acidic exocyclic@- ...