From allylic alcohols to saturated carbonyls using Fe(CO)(5) as catalyst: scope and limitation studies and preparation of two perfume components

Authors
Cherkaoui, H Soufiaoui, M Gree, R
Citation
H. Cherkaoui et al., From allylic alcohols to saturated carbonyls using Fe(CO)(5) as catalyst: scope and limitation studies and preparation of two perfume components, TETRAHEDRON, 57(12), 2001, pp. 2379-2383
Citations number
24
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
12
Year of publication
2001
Pages
2379 - 2383
Database
ISI
SICI code
0040-4020(20010317)57:12<2379:FAATSC>2.0.ZU;2-R
Abstract
The direct conversion of allylic alcohols to saturated carbonyls, using Fe( CO)(5) as a catalyst, offers good synthetic potential. Mono-, di- and even trisubstituted alkenes bearing various alkyl, aryl and electronwithdrawing groups on the allylic system give good to excellent yields of rearranged pr oducts. Limitations occur mainly with polyunsaturated derivatives. This rea ction was applied to a short and efficient synthesis of cyclamen aldehyde a nd foliaver. (C) 2001 Elsevier Science Ltd. All rights reserved.