Synthesis 2006(15): 2497-2502  
DOI: 10.1055/s-2006-942465
PAPER
© Georg Thieme Verlag Stuttgart · New York

Silica-Supported Perchloric Acid (HClO4-SiO2): A Versatile Catalyst for Tetrahydropyranylation, Oxathioacetalization and Thioacetalization

Abu T. Khan*, Tasneem Parvin, Lokman H. Choudhury
Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati 781 039, India
Fax: +91(361)2690762; e-Mail: atk@iitg.ernet.in;
Further Information

Publication History

Received 10 February 2006
Publication Date:
04 July 2006 (online)

Abstract

A simple and convenient synthetic protocol for the protection of hydroxyl group as tetrahydropyranyl ether as well as carbonyl functionality as oxathioacetal and thioacetal has been achieved using a catalytic amount of silica-supported perchloric acid under solvent-free conditions. This protocol has many advantages compared to currently available methodologies in terms of simplicity, yield, reaction time, reusability of the catalyst and economic viability.