A facile, catalytic, and environmentally benign method for selective deprotection oftert-butyldimethylsilyl ether mediated by phosphomolybdic acid supported on silica gel

Kumar, G.D.K. and Baskaran, S. (2005) A facile, catalytic, and environmentally benign method for selective deprotection oftert-butyldimethylsilyl ether mediated by phosphomolybdic acid supported on silica gel. Journal of Organic Chemistry, 70(11), pp. 4520-4523. (doi: 10.1021/jo0502697)

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Publisher's URL: http://dx.doi.org/10.1021/jo0502697

Abstract

An environmentally benign PMA supported on SiO<sub>2</sub> is found to be an efficient catalyst for the chemoselective deprotection of TBDMS ethers under very mild conditions. Various labile functional groups such as isopropylidene acetal, OTBDPS, OTHP, Oallyl, OBn, alkene, alkyne, OAc, OBz, N-Boc, N-Cbz, N-Fmoc, mesylate, and azide are found to be stable under the reaction conditions. This “truly catalytic” heterogeneous reaction does not require aqueous workup, and the supported catalyst and the solvent can be readily recovered and recycled.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Gaddale Devanna, Dr Kishore Kumar
Authors: Kumar, G.D.K., and Baskaran, S.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Journal of Organic Chemistry
Publisher:American Chemical Society
ISSN:0022-3263
ISSN (Online):1520-6904

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