Study of metal and acid catalysed deprotection of propargyl ethers of alcohols via their allenyl ethers

Authors
Mereyala, HB Gurrala, SR Mohan, SK
Citation
Hb. Mereyala et al., Study of metal and acid catalysed deprotection of propargyl ethers of alcohols via their allenyl ethers, TETRAHEDRON, 55(37), 1999, pp. 11331-11342
Citations number
45
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
37
Year of publication
1999
Pages
11331 - 11342
Database
ISI
SICI code
0040-4020(19990910)55:37<11331:SOMAAC>2.0.ZU;2-W
Abstract
A new method for the deprotection of prop-2-ynyl ethers 1b-9b is described. Isomerisation of 1b-9b to O-allenyl ethers 1d-9d and deprotection by react ion with Hg(OCOCF3)(2), aq.HCl, aq.CF3CO2H and best by use of a catalytic a mount of OsO4 is described to obtain the alcohols 1a-9a in good yield. Appl ication of this method for the deprotection of prop-2-enyl ethers 7c,8c,10c -13c via their corresponding prop-1-enyl ethers 7e,8e,10e-13e to obtain the corresponding alcohols 7a,8a,10a-13a is also described, (C) 1999 Elsevier Science Ltd. All rights reserved.