This article is cited in 12 papers

A Convenient Protocol for the Stereocontrolled Synthesis of Olefins with a Homoallylic Type of Functionality

A. A. Vasil'ev, G. V. Kryshtal', E. P. Serebryakov

N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation

Abstract: A combination of the Homer–Emmons synthesis of alkyl 2,4-dienoates with their hydrogenation over complex L·Cr(CO)₃ catalysts (L = arene or 3CO) provides a versatile, stereocontrolled approach to olefins with a homoallylic pattern of functional substitution, such as certain insect pheromones or (Z)-prenylated arenes analogous to the “left-side” moiety of bifurcarenone.

Language: English

DOI: 10.1070/MC1995v005n02ABEH000448

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