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Anodic synthesis of butenolides from β-ethylenic esters double cyclization in the presence of olefins

✍ Scribed by J. Delaunay; A. Orliac-Lemoing; J. Simonet

Publisher: Elsevier Science
Year: 1988
Tongue: French
Weight: 372 KB
Volume: 44
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(01)86077-4

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✦ Synopsis

sMttnWy:Anodtcoxt&tlonof~ethyradc~*xdBhrtaroWes2* InlbepreurrC of I-pbeoyi-I-propene or a,&disubstituted i&none8 a doublecydkattontake8p&etoykldmaecompkxbutmolidm The anodic ryntbat of Aa-@ butenolidca (Z(SH)-it~anma) has been previously described by Torii'o gmup1'3. The method wan bened on oxkiative dcu~&xylath of carboxylactonea or 0xkIation of fhic acids. nKformaHaaoftbt~ringrma~benchievcdbyel~ ical oxidation of y-cthyienic acids in acetonitrile or dicblorometlume4. In methanol, comp&ve methoxylatton of the rldedndt~ cannot be avoid&. A large number of chemiad methods of eyntb&a of A%% but-lid= have aLw been do&&d 69.

An anodic one-step syntbcsis of butenolider hue not been reported ao far. In thin paper we first describe the

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