Unprecedented route to enolates from silyl enol ethers and enol acetates: reaction with hard and soft electrophiles

作者: Pierre Duhamel , Dominique Cahard , Jean-Marie Poirier

DOI: 10.1039/P19930002509

关键词: BenzaldehydeAlkoxideElectrophileOrganic chemistryAldol condensationChemistryEnol etherEtherEnolSilylation

摘要: Reaction of silyl enol ethers with lithium, sodium or, better, potassium alkoxides resulted in a rapid formation enolates which were trapped hard electrophiles and benzaldehyde. Moreover, the aldolisation reaction, only catalytic amount alkali alkoxide is needed. This methodology also applied to acetate. During these reactions non-basic species, ether or ester, produced enolate.

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