Synthesis 2008(3): 433-437  
DOI: 10.1055/s-2008-1032132
PAPER
© Georg Thieme Verlag Stuttgart · New York

An Efficient Means for Generating p-Methoxybenzyl (PMB) Ethers under Mildly Acidic Conditions

Catherine A. Stewart, Xiaowen Peng, Leo A. Paquette*
Evans Chemical Laboratories, The Ohio State University, Columbus, OH 43210, USA
Fax: +1(614)2921685; e-Mail: paquette.1@osu.edu;
Further Information

Publication History

Received 5 October 2007
Publication Date:
11 January 2008 (online)

Abstract

The protection of a wide variety of alcohols as their p-methoxybenzyl ethers can be performed with PMBO-lepidine in the presence of methyl tosylate or, preferably, camphorsulfonic acid. No inorganic promoters are required, thereby facilitating workup and product isolation.