A simple and highly efficient deprotecting method for methoxymethyl and methoxyethoxymethyl ethers and methoxyethoxymethyl esters

Authors
Lee, ASY Hu, YJ Chu, SF
Citation
Asy. Lee et al., A simple and highly efficient deprotecting method for methoxymethyl and methoxyethoxymethyl ethers and methoxyethoxymethyl esters, TETRAHEDRON, 57(11), 2001, pp. 2121-2126
Citations number
26
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
11
Year of publication
2001
Pages
2121 - 2126
Database
ISI
SICI code
0040-4020(20010310)57:11<2121:ASAHED>2.0.ZU;2-0
Abstract
A series of methoxyethoxymethyl (MEM)- and methoxymethyl (MOM)-ethers and M EM-esters were hydrolyzed to their corresponding alcohols and carboxylic ac ids by a catalytic amount of CBr4 (10%) in iPrOH under refluxing reaction c ondition. The chemoselective hydrolysis between R3Si- and MEM-protected alc ohols can be achieved by using different steric bulkness solvents such as M eOH or iPrOH. (C) 2001 Elsevier Science Ltd. All rights reserved.