Chiral phosphinopyrrolyl-oxazolines: A new class of easily prepared, modular P,N-ligands

Authors
Cozzi, PG Zimmermann, N Hilgraf, R Schaffner, S Pfaltz, A
Citation
Pg. Cozzi et al., Chiral phosphinopyrrolyl-oxazolines: A new class of easily prepared, modular P,N-ligands, ADV SYNTH C, 343(5), 2001, pp. 450-454
Citations number
30
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ADVANCED SYNTHESIS & CATALYSIS
ISSN journal
16154150 → ACNP
Volume
343
Issue
5
Year of publication
2001
Pages
450 - 454
Database
ISI
SICI code
1615-4150(200107)343:5<450:CPANCO>2.0.ZU;2-S
Abstract
Chiral 2-(N-phosphinopyrrol-2-yl)oxazolines (PyrPHOX ligands) are readily p repared from 2-cyanopyrrole by condensation with a chiral amino alcohol and subsequent reaction with dialkyl- or diaryl-chlorophosphines. Iridium comp lexes of these ligands proved to be highly efficient catalysts for the enan tioselective hydrogenation of olefins. With unfunctionalized arylalkenes an d ethyl cinnamate enantiomeric excesses of 70-99% were obtained.