THE STEREOSPECIFIC PREPARATION OF TRISUBSTITUTED OLEFINS

5 October 1973

journal article
research article
Published by Oxford University Press (OUP) in Chemistry Letters

Vol. 2 (10) , 1097-1100
https://doi.org/10.1246/cl.1973.1097

Abstract

Ethyl (E)-3-methyl-2-heptenoate, 6, or ethyl (Z)-3-methyl-2-heptenoate, 8, was prepared in high yield with the perfect retention of configuration by the reaction of ethyl (E)-3-phenylthio-2-butenoate, 5, or (Z)-3-phenylthio-2-butenoate, 7, with n-butylmagnesium bromide and cuprous iodide, respectively.

Keywords

RETENTION
CONFIGURATION
IODIDE
OLEFINS
PERFECT
CUPROUS
TRISUBSTITUTED
BUTYLMAGNESIUM
STEREOSPECIFIC PREPARATION

This publication has 1 reference indexed in Scilit:

Reaction of lithium dialkylcuprates with β-acetoxy α,β-unsaturated carbonyl compounds—a new synthesis of substituted α,β-unsaturated carbonyl compounds.
Tetrahedron Letters, 1973