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Synthesis 2005(1): 71-74
DOI: 10.1055/s-2004-834949
DOI: 10.1055/s-2004-834949
PAPER
© Georg Thieme Verlag Stuttgart · New York
Ti(III) Chloride: A Novel Reagent for the Chemoselective Deprotection of Tetrahydropyranyl Ethers
Further Information
Publication History
Received
25 November 2003
Publication Date:
03 December 2004 (online)


Abstract
Ti(III) chloride was found to be an effective catalyst for the deprotection of tetrahydropyranyl ethers of alcohols and phenols at an ambient temperature. Allyl ether, benzyl ether, tert-butyldiphenylsilyl (TBDPS) ether, p-toluenesulfonate ester and isomerizable double bond were found to be compatible under the reaction conditions.
Key words
allyl ether - benzyl ether - chemoselectivity - depyranylation - titanium(III) chloride - TBDPS ether - p-toluenesulfonate ester