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Truly Catalytic and Chemoselective Cleavage of Benzylidene Acetal with Phosphomolybdic Acid Supported on Silica Gel

✍ Scribed by Ponminor Senthil Kumar; Gaddale Devanna Kishore Kumar; Sundarababu Baskaran

Publisher: John Wiley and Sons
Year: 2008
Tongue: English
Weight: 315 KB
Volume: 2008
Category: Article
ISSN: 1434-193X
DOI: 10.1002/ejoc.200800963

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✦ Synopsis

Abstract

Phosphomolybdic acid supported on silica gel provides a truly catalytic method for the chemoselective cleavage of benzylidene acetals having sensitive functional groups under mild conditions. It is easy to perform on large scale owing to minimal catalyst loading (0.5 mol‐%). Several sensitive functional groups such as TBDPS ether, ‐OMs, ‐OAc, allyl ether, N‐Boc, N‐Fmoc and N‐Cbz are stable under the reaction conditions. In addition, benzylidene acetal is selectively cleaved in the presence of isopropylidene ketal.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

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