Synthetic applications of 2-phenylselenenyl enones. Selective formation of exocyclic or endocyclic enones from a common intermediate

G Zima, C Barnum, D Liotta

Index: Zima, George; Barnum, Christopher; Liotta, Dennis Journal of Organic Chemistry, 1980 , vol. 45, # 13 p. 2736 - 2737

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Citation Number: 23

Abstract

Sir: 2,3-Dialkylatecl ketone and enone sub-units are present in a broad spectrum of naturally occurring sub- stances. In the past 10 years there has been intense in- terest in the synthesis of many of these compounds, most notably in the field of prostaglandins.' In principle, these compounds are accessible via the conjugate addition of a cuprate to an enone, followed by alkylation of the resulting enolate. In practice, however, the yield of the alkylation step is often quite ...