A NOVEL CHIRAL RUTHENIUM PORPHYRIN AS HIGHLY EFFICIENT AND SELECTIVE CATALYST FOR ASYMMETRIC CYCLOPROPANATIONS

Authors
FRAUENKRON M BERKESSEL A
Citation
M. Frauenkron et A. Berkessel, A NOVEL CHIRAL RUTHENIUM PORPHYRIN AS HIGHLY EFFICIENT AND SELECTIVE CATALYST FOR ASYMMETRIC CYCLOPROPANATIONS, Tetrahedron letters, 38(41), 1997, pp. 7175-7176
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
41
Year of publication
1997
Pages
7175 - 7176
Database
ISI
SICI code
0040-4039(1997)38:41<7175:ANCRPA>2.0.ZU;2-5
Abstract
The enantiomerically pure ruthenium carbonyl porphyrin 5 is an extreme ly active and selective catalyst for the asymmetric cyclopropanation o f olefins with diazo compounds. At a catalyst loading of only 0.15 mol -%, quantitative yields, excellent diastereoselectivities (trans:cis 9 6:4) and high enantiomeric excesses (up to 91 %) of the product cyclop ropanes were achieved in the reaction of styrene with ethyl diazoaceta te. (C) 1997 Elsevier Science Ltd.