4.4 Article

A highly regio- and chemoselective reductive cleavage of benzylidene acetals with EtAlCl2-Et3SiH

Journal

SYNLETT
Volume -, Issue 4, Pages 647-650

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-2004-817752

Keywords

regioselectivity; chemoselectivity; reductive cleavage; benzylidene acetal; EtAlCl2; Et3SiH

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A highly regio- and chemoselective reductive cleavage of benzylidene acetals derived from 1,2- and 1,3-diols was achieved under mild conditions using EtAlCl2-Et3SiH reagent system in good to excellent yields. Labile protecting groups such as N-Boc, N-Cbz and -OTBDMS are found to be stable under the reaction conditions.

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