Synthesis of dl-Vermiculine via Control of Olefin Formation

1 January 1986

journal article
research article
Published by CLOCKSS Archive in HETEROCYCLES

Vol. 24 (2) , 309-312
https://doi.org/10.3987/r-1986-02-0309

Abstract

The synthesis of the macrodiolide antibiotic vermiculine 1 has been achieved starting from the enediol(trimethylsilyl) enol ether via the macrocyclization of hydroxycarboxylic acids followed by the formation of the requisite trans double bonds.

Keywords

HETEROCYCLES

This publication has 2 references indexed in Scilit:

3,5-Disubstituted isoxazoles as synthons for (.+-.)-pyrenophorin and (.+-.)-vermiculine synthesis
The Journal of Organic Chemistry, 1983
Eine neue Synthese von (±)‐Pyrenophorin
Helvetica Chimica Acta, 1977