HOMOGENEOUS AND HETEROGENEOUS ASYMMETRIC REACTIONS - PART IX - ASYMMETRIC TRANSFER HYDROGENATION OF 16-METHYL-SUBSTITUTED STEROID 17-KETONES IN THE PRESENCE OF RHODIUM(I) COMPLEXES

Citation
B. Torok et al., HOMOGENEOUS AND HETEROGENEOUS ASYMMETRIC REACTIONS - PART IX - ASYMMETRIC TRANSFER HYDROGENATION OF 16-METHYL-SUBSTITUTED STEROID 17-KETONES IN THE PRESENCE OF RHODIUM(I) COMPLEXES, Reaction kinetics and catalysis letters, 64(1), 1998, pp. 35-40
Citations number
12
Categorie Soggetti
Chemistry Physical
ISSN journal
01331736
Volume
64
Issue
1
Year of publication
1998
Pages
35 - 40
Database
ISI
SICI code
0133-1736(1998)64:1<35:HAHAR->2.0.ZU;2-T
Abstract
Chiral transfer hydrogenation of 16 methyl-substituted steroid 17-keto nes in the presence of rhodium(I) complexes by hydrosilylation is desc ribed. During the preparation of the complex catalysts a wide variety of bidentate phosphines were used including chiral ligands, as well. T he diastereoselectivity of the reduction depends strongly on the struc ture of the ligands. The method applied produces the hydroxy steroid p roducts with excellent yield under very mild reaction conditions. Addi tionally, the procedure makes possible the preparation of 17 alpha-OH isomers beside the easily synthesizable 17 beta-OH products.