Carotenoids and related compounds. Part XIV. Stereochemistry and synthesis of geraniol, nerol, farnesol, and phytol

J.W.K. Burrell, R. F. Garwood, L. M. Jackman, E. Oskay, B. C. L. Weedon

Journal of the Chemical Society C Organic · 1966 · 62 citations · 0 references

Concepts

Abstract

The cis- and trans-structures assigned to nerol and geraniol respectively have been confirmed.The trans, trans-structure of the common form of farnesol, and of the farnesyl pyrophosphate involved in the biosynthesis of squalene, has been rigorously established.Phytol has been shown to have a trans-configuration about the double bond, and an R-configuration at both asymmetric centres.