Issue 18, 2012

A facile synthesis of oxyavicine

Abstract

Starting from dimethyl 3,4-methylenedioxyhomophthalate, a concise total synthesis of oxyavicine has been described via the base catalyzed monoalkylation, homophthalimide formation, oxidative selective iodination, regioselective reductive dehydration and an intramolecular Heck coupling reaction followed by the oxidation pathway with 16% overall yield in six steps.

Graphical abstract: A facile synthesis of oxyavicine

Supplementary files

Article information

Article type
Paper
Submitted
11 May 2012
Accepted
29 May 2012
First published
05 Jul 2012

RSC Adv., 2012,2, 7087-7090

A facile synthesis of oxyavicine

R. Jangir and N. P. Argade, RSC Adv., 2012, 2, 7087 DOI: 10.1039/C2RA20915B

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