4.4 Article

Chemoselective hydrolysis of terminal isopropylidene acetals in acetonitrile using molecular iodine as a mild and efficient catalyst

Journal

TETRAHEDRON LETTERS
Volume 46, Issue 50, Pages 8745-8748

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2005.10.043

Keywords

molecular iodine; acetonides; chemoselective hydrolysis; silyl ethers

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A simple, mild and efficient method for deprotection of acetonides in the presence of molecular iodine is described. Acid labile protecting groups such as PMB, OMe, OBn, allyl and propargyl are compatible with the reaction conditions, while TBS, TBDPS, TMS and THP ethers were unstable under the same conditions. (c) 2005 Published by Elsevier Ltd.

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