CATALYTIC ASYMMETRIC HYDROGENATION OF DIMETHYL ITACONATE WITH TRANS-CHELATING CHIRAL DIPHOSPHINE LIGANDS TRAP-RHODIUM COMPLEXES

Authors
KUWANO R SAWAMURA M ITO Y
Citation
R. Kuwano et al., CATALYTIC ASYMMETRIC HYDROGENATION OF DIMETHYL ITACONATE WITH TRANS-CHELATING CHIRAL DIPHOSPHINE LIGANDS TRAP-RHODIUM COMPLEXES, Tetrahedron : asymmetry, 6(10), 1995, pp. 2521-2526
Citations number
36
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
6
Issue
10
Year of publication
1995
Pages
2521 - 2526
Database
ISI
SICI code
0957-4166(1995)6:10<2521:CAHODI>2.0.ZU;2-W
Abstract
Asymmetric hydrogenation of dimethyl itaconate catalyzed by the transc helating chiral diphosphine (R,R)-(S,S)-EtTRAP-rhodium complex gave (S )-dimethyl 2-methylsuccinate with 96% ee. Dimethyl 2-isopropylidenesuc cinate, a tetrasubstituted olefin substrate, was also hydrogenated wit h (R,R)-(S,S)-BuTRAP-rhodium complex in high enantioselectivity (78% e e), but with opposite enantioselection.