CeCl(3) x 7H(2)O-NaI catalyzed hydrooxacyclization of unsaturated 3-hydroxy esters.
[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.
Marotta
Emanuela
E
Dipartimento di Chimica Organica A. Mangini, Alma Mater Studiorum, Università di Bologna, Italy.
Foresti
Elisabetta
E
Marcelli
Tommaso
T
Peri
Francesca
F
Righi
Paolo
P
Scardovi
Noemi
N
Rosini
Goffredo
G