Necic acid synthons. Part 5. Total synthesis of (±)-retronecic acid and related compounds via zinc-mediated coupling of halogeno-esters

Farouk Ameer, Siegfried E. Drewes, Robyn Hoole, Perry T. Kaye, Andrew T. Pitchford

Journal of the Chemical Society Perkin Transactions 1 · 1985 · 28 citations · 0 references

Concepts

Abstract

Zinc-mediated coupling of suitably substituted halogeno esters affords access to (±)-retronecic acid (2) and related intermediates. These approaches lead to racemic retronecic acid on the one hand and to a diastereoisomeric mixture of the acid on the other.