AN EFFICIENT SbCl3-METAL SYSTEM FOR ALLYLATION, REDUCTION AND ACETALIZATION OF ALDEHYDES

Article abstract of DOI:10.1016/S0040-4020(01)85467-3

SbCl3-Fe or SbCl3-Al could induce allylation of aldehydes with allylic halides at room temperature to give high yields of the corresponding homoallylic alcohols with high regio- and chemoselectivity.SbCl3-Al or SbCl3-Zn in DMF-H2O was found to be an efficient reduction system for conversion of aldehydes to alcohols at room temperature in excellent yields.While alcohol was used as solvent instead of DMF-H2O, the acetalization product was obtained in almost quantitative yield.Catalytic amount of SbCl3 was effective for this purpose.This acetalization method could also be applied to ketone.