Ti(III) Chloride: A Novel Reagent for the Chemoselective Deprotection of Tetrahydropyranyl Ethers

Abha Semwal; Sandip K. Nayak

doi:10.1055/s-2004-834949

PAPER

Ti(III) Chloride: A Novel Reagent for the Chemoselective Deprotection of Tetrahydropyranyl Ethers

Abha Semwal, Sandip K. Nayak*
Bio-Organic Division, Bhabha Atomic Research Centre, Mumbai-400085, India
Fax: +91(22)25505151; e-Mail: sknayak@magnum.barc.ernet.in;

Abstract

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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

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