Chiral 1,2-bis(phosphetano)benzenes: Preparation and use in the Ru-catalyzed hydrogenations of carbonyl derivatives

Chiral 1,2-bis(phosphetano)benzenes are readily prepared from accessible, optically pure 1,3-diol cyclic sulfates. Their ruthenium complexes catalyze the enantioselective hydrogenations of functionalized carbonyls with moderate-to-high enantiomeric excesses. High levels of diastereo- and enantiosele...

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Bibliographic Details
Published inChemistry : a European journal Vol. 5; no. 4; pp. 1160 - 1165
Main Authors Marinetti, A, Genet, JP, Jus, S, Blanc, D, Ratovelomanana-Vidal
Format Journal Article
LanguageEnglish
Published BERLIN Wiley 01.04.1999
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
HOMOGENEOUS HYDROGENATION
ruthenium
HIGHLY ENANTIOSELECTIVE HYDROGENATION
FUNCTIONALIZED KETONES
ACID
PHOSPHETANES
catalysts
COMPLEXES
ASYMMETRIC HYDROGENATION
hydrogenations
chiral phosphetanes
phosphorus
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Summary:Chiral 1,2-bis(phosphetano)benzenes are readily prepared from accessible, optically pure 1,3-diol cyclic sulfates. Their ruthenium complexes catalyze the enantioselective hydrogenations of functionalized carbonyls with moderate-to-high enantiomeric excesses. High levels of diastereo- and enantioselectivity are achieved, especially in the hydrogenation of beta-diketones to the corresponding anti-1,3-diols.
ISSN:0947-6539
DOI:10.1002/(SICI)1521-3765(19990401)5:4<1160::AID-CHEM1160>3.3.CO;2-V