Ruthenium-porphyrin-catalyzed carbenoid addition to allylic compounds: application to [2,3]-sigmatropic rearrangements of ylides

Authors
Simonneaux, G Galardon, E Paul-Roth, C Gulea, M Masson, S
Citation
G. Simonneaux et al., Ruthenium-porphyrin-catalyzed carbenoid addition to allylic compounds: application to [2,3]-sigmatropic rearrangements of ylides, J ORGMET CH, 617(1), 2001, pp. 360-363
Citations number
23
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANOMETALLIC CHEMISTRY
ISSN journal
0022328X → ACNP
Volume
617
Issue
1
Year of publication
2001
Pages
360 - 363
Database
ISI
SICI code
0022-328X(20010115)617:1<360:RCATAC>2.0.ZU;2-G
Abstract
The catalytic effectiveness of ruthenium porphyrins for ylide generation in reactions of ethyl diazoacetate and diisopropyl diazomethylphosphonate wit h allylic amines, sulfides and iodides is described for the first time. The se reactions result mainly in products of the [2,3]-sigmatropic rearrangeme nt of intermediate allylic ylides. (C) 2001 Elsevier Science B.V. All right s reserved.