CeCl(3) x 7H(2)O-NaI catalyzed hydrooxacyclization of unsaturated 3-hydroxy esters

Org Lett. 2002 Dec 12;4(25):4451-3. doi: 10.1021/ol026955z.

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.