Acetonyltriphenylphosphonium bromide and its polymer-supported analogues as catalysts in protection and deprotection of alcohols as alkyl vinyl ethers

Authors
Hon, YS Lee, CF Chen, RJ Szu, PH
Citation
Ys. Hon et al., Acetonyltriphenylphosphonium bromide and its polymer-supported analogues as catalysts in protection and deprotection of alcohols as alkyl vinyl ethers, TETRAHEDRON, 57(28), 2001, pp. 5991-6001
Citations number
63
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
28
Year of publication
2001
Pages
5991 - 6001
Database
ISI
SICI code
0040-4020(20010709)57:28<5991:ABAIPA>2.0.ZU;2-M
Abstract
Both acetonyltriphenylphosphonium bromide (ATPB, 1) and poly-p-styryldiphen ylacetonylphosphonium bromide (A) were effective catalysts in the protectio n of alcohols as THP, THF, and EE ethers as well as the cleavage of THP, TH F, and EE ethers to the corresponding alcohols. They could be applied to 1 degrees, 2 degrees and 3 degrees alcohols, phenol and acid-labile alcohols. Both ATPB and catalyst A are excellent catalysts in the present study. It needed only 1x10(-2)-1.25x10(-2) mol equiv. of the polymer-supported cataly st A in the reactions. (C) 2001 Elsevier Science Ltd. All rights reserved.