ENANTIOSELECTIVE SYNTHESIS AND CD ASSIGNMENT OF ABSOLUTE-CONFIGURATION OF (-)-1,3-DIPHENYLPROPANE-1,3-DIOL

Authors
PINI D MANDOLI A IULIANO A SALVADORI P
Citation
D. Pini et al., ENANTIOSELECTIVE SYNTHESIS AND CD ASSIGNMENT OF ABSOLUTE-CONFIGURATION OF (-)-1,3-DIPHENYLPROPANE-1,3-DIOL, Tetrahedron : asymmetry, 6(5), 1995, pp. 1031-1034
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
6
Issue
5
Year of publication
1995
Pages
1031 - 1034
Database
ISI
SICI code
0957-4166(1995)6:5<1031:ESACAO>2.0.ZU;2-H
Abstract
Highly stereoselective hydrogenation of dibenzoylmethane in the presen ce of [RuCl2 {(R)-biphemp}] [biphemp = s(diphenylphosphino)-6,6'-dimet hyl-1,1'-biphenyl], in ethanol-dichloromethane, gives enantiomerically pure (-)-1,3-diphenylpropane-1,3-diol (2) (70% yield); analysis df th e CD spectra of the corresponding acetonide allows the absolute config uration of the diol to be established as (S,S). The direct; HPLC separ ation of the enantiomers of (2) is also reported.