Regio-and stereoselective ring opening of. OMEGA.-alkenyllactones using organocopper reagents.

M Kawashima, T Sato, T Fujisawa

Index: Kawashima, Masatoshi; Sato, Toshio; Fujisawa, Tamotsu Bulletin of the Chemical Society of Japan, 1988 , vol. 61, p. 3255 - 3264

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Citation Number: 23

Abstract

New synthetic methods are described for the preparation of (E)-3-,(E)-4-, and (E)-5-alkenoic acids by the regio-and stereoselective ring opening of β, γ, and δ-lactones with unsaturated substituents at the ω-position using organocopper reagents such as halomagnesium diorganocuprates or Grignard reagents in the presence of copper (I) iodide. Both the organocopper reagents with primary, secondary, tertiary alkyl, and phenyl groups gave ...