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CeCl(3) x 7H(2)O-NaI catalyzed hydrooxacyclization of unsaturated 3-hydroxy esters
Emanuela Marotta1, Elisabetta Foresti, Tommaso Marcelli
1Dipartimento di Chimica Organica A. Mangini, Alma Mater Studiorum, Università di Bologna, Italy.
Organic Letters
|December 6, 2002
Abstract:
[reaction: see text] Cerium(III) chloride heptahydrate and sodium iodide in boiling acetonitrile promote cyclization of 3-hydroxyalkenoic acids esters giving 5-substituted tetrahydrofuranacetic acid esters and 6-substituted tetrahydropyranacetic acid esters in fair to good yield and with complete retention of the absolute configuration of the starting 3-hydroxy ester.