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Phase-Transfer Catalyzed O-Silyl Ether Deprotection Mediated by a Cyclopropenium Cation

Roya Mir and Travis Dudding*

*Department of Chemistry, Brock University, 1812 Sir Isaac Brock Way, St. Catharines, Ontario L2S 3A1, Canada, Email: tduddingbrocku.ca

R. Mir, T. Dudding, J. Org. Chem., 2017, 82, 709-714.

DOI: 10.1021/acs.joc.6b02733 (free Supporting Information)


Abstract

The use of a cyclopropenium cation as a phase-transfer catalyst enables a convenient O-silyl ether deprotection. Mechanistic insight into this deprotection methodology are also provided.

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proposed mechanism



Key Words

desilylation


ID: J42-Y2017