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Synlett 1992; 1992(9): 741-742
DOI: 10.1055/s-1992-21476
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Selective Conjugate Addition of Organolithium Reagents to γ,δ-Unsaturated β-Oxo Esters Derived from Glyceraldehyde Acetonide

John Leonard* , Soad Mohialdin, Darrell Reed, Martin F. Jones
  • *Department of Chemistry, University of Salford, Salford M5 4WT, England
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Publication Date:
08 March 2002 (online)

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Organolithium reagents react in an unusually selective conjugate manner with γ,δ-unsaturated β-oxo esters derived from glyceraldehyde acetonide. Thus, ester 6a gave ethyl 6,7-isopropylidenedioxy-5-(1-methylethenyl)-3-oxoheptanoate (5a) in 82% yield.