Novel preparation of a βγ-unsaturated methyl ester from an allylic alcohol
Abstract
The ester enolate Claisen rearrangement of the α-methoxyacetate of the allylic alcohol (2) followed by oxidative decarboxylation of the dianion derived from the resulting α-methoxycarboxylate provides an efficient preparation of the β,γ-unsaturated ester (5), and hence leads to (6), the functionality of which is common to many mono- and sesqui-tetrpenes.