A new ligand containing a unique combination of backbone- and P-centered chirality: synthesis, resolution and asymmetric catalysis using a chiral enantiopure 2,2 '-biphospholene

Authors
Bienewald, F Ricard, L Mercier, F Mathey, F
Citation
F. Bienewald et al., A new ligand containing a unique combination of backbone- and P-centered chirality: synthesis, resolution and asymmetric catalysis using a chiral enantiopure 2,2 '-biphospholene, TETRAHEDR-A, 10(24), 1999, pp. 4701-4707
Citations number
21
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
10
Issue
24
Year of publication
1999
Pages
4701 - 4707
Database
ISI
SICI code
0957-4166(199912)10:24<4701:ANLCAU>2.0.ZU;2-#
Abstract
Enantiopure 2,2'-bi(1-phenyl-3,4-dimethyl-2,5-dihydro-1H-phosphole) has bee n synthesized and tested in the rhodium-catalyzed asymmetric hydrogenation of alpha-acetamidocinnamic acid. Enantioselectivities up to 75% have been a chieved. The absolute configuration of the biphospholene was determined by X-ray diffraction methods on a crystalline tungsten carbonyl derivative. (C ) 2000 Elsevier Science Ltd. All rights reserved.