Simple and Facile Tetrahydropyranylation of Alcohols by use of Catalytic Amounts of Benzyltriphenylphosphonium Tribromide

Abstract

An efficient and mild system for protection of a variety of alcohols with 3,4‐dihydro‐2H‐pyran (DHP) in the presence of catalytic amounts of benzyltriphenylphosphonium tribromide (BTPTB) (1) gives the corresponding tetrahydropyan ethers (ROTHP) in dichloromethane. The experimental procedure is simple, and the products are straightforwardly isolated in high to excellent yields.

Keywords:

• Protection
• DHP
• BTPTPB
• phosphonium salt
• tribromide

Acknowledgment

We gratefully acknowledge the funding support received for this project from the Isfahan University of Technology (IUT), Iran (A.R. H.) and Grant GM 33138 (A.E.R.) from the National Institutes of Health, USA. Further financial support from the Center of Excellency in Chemistry Research (IUT) is gratefully acknowledged.