Tetrahedron Letters

Mild, versatile, and chemoselective indium (III) triflate-catalyzed deprotection of acetonides under microwave heating conditions

KC Golden, BT Gregg, JF Quinn

Index: Golden, Kathryn C.; Gregg, Brian T.; Quinn, John F. Tetrahedron Letters, 2010 , vol. 51, # 31 p. 4010 - 4013

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Citation Number: 16

Abstract

A series of acetonides (both terminal and internal isopropylidene acetals) have been deprotected under catalytic, neutral conditions to give their corresponding 1, 2-diols. The reactions utilize indium (III) triflate in the presence of water and an organic solvent with mild microwave heating. Terminal acetonides are chemoselectivley removed in the presence of internal acetonides; acid labile functional groups remain intact under these conditions, ...

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