Journal of the Chemical Society (Resumed)

1043. Essential fatty acids. Part II. Synthesis of (±)-vernolic, linoleic, and γ-linolenic acid

JM Osbond

文献索引：Osbond,J.M. Journal of the Chemical Society, 1961 , p. 5270 - 5275

全文：HTML全文

被引用次数: 12

摘要

The first synthesis of a naturally occurring unsaturated epoxy-acid, vernolic acid (X), is described. 1-Bromo-oct-cis-2-ene (11), and the di-Grignard complex of dec-4ynoic acid gave octadeca-cis-12-en-9-ynoic acid (V). Partial reduction then gave linoleic acid (XII); epoxidation of the acid (V) followed by stereoselective reduction of the acetylenic bond gave (-J=)-vernolic acid (X). Similarly 1-bromoundeca-2, 5-diene (IV) and hept-6-ynoic acid ...