Highly stereoselective hydrogenation of dibenzoylmethane in the presence of [RuCl2 {(R)-biphemp}] [biphemp = 2,2′-bis(diphenylphosphino)-6,6′-dimethyl-1,1′-biphenyl], in ethanol-dichloromethane, gives enantiomerically pure (−)-1,3-diphenylpropane-1,3-diol (2) (70% yield); analysis of the CD spectra of the corresponding acetonide allows the absolute configuration of the diol to be established as (S,S). The direct HPLC separation of the enantiomers of (2) is also reported.
Enantioselective Synthesis and CD Assignement of Absolute Configuration of (-)-1,3-diphenylpropane-1,3-diol
MANDOLI, ALESSANDRO;IULIANO, ANNA;
1995-01-01
Abstract
Highly stereoselective hydrogenation of dibenzoylmethane in the presence of [RuCl2 {(R)-biphemp}] [biphemp = 2,2′-bis(diphenylphosphino)-6,6′-dimethyl-1,1′-biphenyl], in ethanol-dichloromethane, gives enantiomerically pure (−)-1,3-diphenylpropane-1,3-diol (2) (70% yield); analysis of the CD spectra of the corresponding acetonide allows the absolute configuration of the diol to be established as (S,S). The direct HPLC separation of the enantiomers of (2) is also reported.File in questo prodotto:
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