A versatile and convenient protocol for the stereocontrolled synthesis of olefinic insect pheromones

AA Vasil'ev, AL Vlasyuk, GD Gamalevich…

Index: Vasil'ev, Andrei A.; Vlasyuk, Alexei L.; Gamalevich, Galina D.; Serebryakov, Edward P. Bioorganic and Medicinal Chemistry, 1996 , vol. 4, # 3 p. 389 - 400

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Citation Number: 19

Abstract

A combination of the Horner-Emmons synthesis of alkyl 2, 4-dienoates with their hydrogenation over complex L· Cr (CO) 3 catalysts (L= 3CO or arene) provides a versatile, stereocontrolled and operationally simple approach to the (Z)-disubstituted,(Z)- trisubstituted,(E)-trisubstituted alkenes and skipped (Z, Z)-disubstituted diolefins with a homoallylic type of functionally. This protocol, sometimes supplemented by an enzymatic ...