Issue 0, 1984

Transition-metal-catalysed Grignard reaction of secondary allylic phosphates

Abstract

Regio- and stereo-chemistry of transition-metal-catalysed Grignard reactions of secondary allylic phosphates have been investigated. Best results for regioselective carbon–carbon bond formation at the γ-position of secondary allylic phosphates were attained when copper(I) iodide was used as the catalyst. The naturally occurring monoterpene alcohols, geraniol and the sex pheromone of the African Monarch, were synthesized as a demonstration of the synthetic utility of the newly developed coupling reaction.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1984, 969-972

Transition-metal-catalysed Grignard reaction of secondary allylic phosphates

S. Araki and Y. Butsugan, J. Chem. Soc., Perkin Trans. 1, 1984, 969 DOI: 10.1039/P19840000969

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