Asymmetric hydrogenation via architectural and functional molecular engineering

Citation
R. Noyori et al., Asymmetric hydrogenation via architectural and functional molecular engineering, PUR A CHEM, 73(2), 2001, pp. 227-232
Citations number
17
Categorie Soggetti
Chemistry
Journal title
PURE AND APPLIED CHEMISTRY
ISSN journal
00334545 → ACNP
Volume
73
Issue
2
Year of publication
2001
Pages
227 - 232
Database
ISI
SICI code
0033-4545(200102)73:2<227:AHVAAF>2.0.ZU;2-C
Abstract
RuCl2(phosphine)(2)(1,2-diamine) complexes, coupled with an alkaline base i n 2-propanol, allows for preferential hydrogenation of a C=O function over coexisting conjugated or nonconjugated C=C linkages, a nitro group, halogen atoms, and various heterocycles. The functional group selectivity is based on the novel metal-ligand bifunctional mechanism. The use of appropriate c hiral diphosphines and diamines results in rapid and productive asymmetric hydrogenation of a range of aromatic, hetero-aromatic, and olefinic ketones . The versatility of this method is manifested by the asymmetric synthesis of various biologically significant chiral compounds.