Citation
S. Deerenberg et al., Chiral phosphine-phosphite ligands in the highly enantioselective rhodium-catalyzed asymmetric hydrogenation, J ORG CHEM, 66(23), 2001, pp. 7626-7631
Citations number
37
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263
→ ACNP
Volume
66
Issue
23
Year of publication
2001
Pages
7626 - 7631
Database
ISI
SICI code
0022-3263(20011116)66:23<7626:CPLITH>2.0.ZU;2-C
Abstract
We have investigated a series of enantiopure phosphine-phosphite ligands (P
-1-P-2 = ligands 1-4) in the rhodium-catalyzed asymmetric hydrogenation rea
ction. Intermediate [Rh(P-1-P-2)(cod)]BF4 and [Rh(P-1-P-2)(5)]BF4 complexes
(cod = 1,5-cyclooetadiene; 5 = methyl acetamidoacrylate ester) were observ
ed by P-31{H-1} NMR. The [Rh(P-1-P-2)(cod)]BF4 complexes were precursors to
active catalysts of the asymmetric hydrogenation reaction of several proch
iral dehydroamino acid derivatives under mild reaction conditions (1 bar of
hydrogen and 20 degreesC). The enantiomeric excess reached up to 99%.