A rigid dirhodium(II) carboxylate as an efficient catalyst for the asymmetric cyclopropanation of olefins

Authors
Bertilsson, SK Andersson, PG
Citation
Sk. Bertilsson et Pg. Andersson, A rigid dirhodium(II) carboxylate as an efficient catalyst for the asymmetric cyclopropanation of olefins, J ORGMET CH, 603(1), 2000, pp. 13-17
Citations number
57
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANOMETALLIC CHEMISTRY
ISSN journal
0022328X → ACNP
Volume
603
Issue
1
Year of publication
2000
Pages
13 - 17
Database
ISI
SICI code
0022-328X(20000522)603:1<13:ARDCAA>2.0.ZU;2-3
Abstract
The dirhodium(II) complex 7 of (1S,3R,4R)-2-(p-tert-butylphenylsulphonyl)-2 -aza-bicycol[2.2.1]heptane-3-carboxylic acid (3) (or its enantiomer) was sy nthesised in four steps from cyclopentadiene, (R)- or (S)-phenylethylamine and methyl glyoxylate. Complex 7 was evaluated as a catalyst in the asymmet ric cyclopropanation of alkenes with vinyl- and phenyl-diazoesters, resulti ng in enantioselectivity of up to 92%. (C) 2000 Elsevier Science S.A. All r ights reserved.