Palladium catalyzed intramolecular nucleophilic addition of allylic species, generated from allene, to aryl aldehydes and ketones

Authors
Gai, XJ Grigg, R Collard, S Muir, JE
Citation
Xj. Gai et al., Palladium catalyzed intramolecular nucleophilic addition of allylic species, generated from allene, to aryl aldehydes and ketones, CHEM COMMUN, (18), 2000, pp. 1765-1766
Citations number
19
Categorie Soggetti
Chemistry
Journal title
CHEMICAL COMMUNICATIONS
ISSN journal
13597345 → ACNP
Issue
18
Year of publication
2000
Pages
1765 - 1766
Database
ISI
SICI code
1359-7345(2000):18<1765:PCINAO>2.0.ZU;2-N
Abstract
2-Haloaryl aldehydes and ketones react with allene (1 atm) in the presence of 2 mol% of a non-phosphine cyclopalladated catalyst to afford cyclopenten ols and cyclohexenols via nucleophilic cyclisation of intermediate pi-allyl palladium species. A possible mechanism for this unusual reactivity is sugg ested.