Convenient cleavage of water-insoluble allylic substrates in the presence of per(2,6-di-O-methyl)-beta-cyclodextrin

Authors
Widehem, R Lacroix, T Bricout, H Monflier, E
Citation
R. Widehem et al., Convenient cleavage of water-insoluble allylic substrates in the presence of per(2,6-di-O-methyl)-beta-cyclodextrin, SYNLETT, (5), 2000, pp. 722-724
Citations number
27
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
5
Year of publication
2000
Pages
722 - 724
Database
ISI
SICI code
0936-5214(200005):5<722:CCOWAS>2.0.ZU;2-R
Abstract
The removal of allylic protecting groups promoted by a water soluble pallad ium complex of the trisulfonated triphenylphosphine is achieved in very hig h yields (95-100%) on a wide range of water-insoluble substrates in a genui ne two-phase system by using the per(2,6-di-O-methyl)-beta-cyclodextrin as inverse phase transfer catalyst. The catalytic activities were up to 1000 t imes higher than those observed without cyclodextrin.