- Enantioselective preparation of 2,4-disubstituted azetidines
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Chiral C2-symmetric N-benzylazetidines have been conveniently prepared from optically pure anti-1,3-diols without loss of enantiomeric purity. N- Debenzylation led to the corresponding N-unsubstituted azetidines, which were then subjected to palladium-catalysed coupling reactions with aryl bromides to afford chiral N-arylazetidines. (R,R)-N-Benzyl-2,4-dimethylazetidine has been employed in the synthesis of a new cyclopalladated complex, which can be used, for instance, as a chiral recognition agent for phosphorus ligands.
- Marinetti, Angela,Hubert, Philippe,Genêt, Jean-Pierre
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p. 1815 - 1820
(2007/10/03)
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- Chiral 1,2-bis(phosphetano)benzenes: Preparation and use in the Ru- catalyzed hydrogenations of carbonyl derivatives
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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 β-diketones to the corresponding anti-1,3-diols.
- Marinetti, Angela,Genet, Jean-Pierre,Jus, Sebastien,Blanc, Delphine,Ratovelomanana-Vidal, Virginie
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p. 1160 - 1165
(2007/10/03)
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- Enantioselective synthesis ofanti 1, 3-diols via ru(ii)-catalyzed hydrogénations
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The homogeneous ruthenium-catalyzed hydrogénation of new symmetrical 1, 3-diketones has been achieved with various ligands including SKEWPHOS and Me-DuPHOS. Complete conversions with enantiomeric and diastereomeric excesses up to 99% were obtained. This represents a new catalytic application of the chiral ligands above. Thieme Stuttgart.
- Blanc, Delphine,Ratovelomanana-Vidai, Virginie,Marinetti, Angela,Genêt, Jean-Pierre
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p. 480 - 482
(2007/10/03)
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- Ruthenium(II)-BINAP Catalysed Stereoselective Homogeneous Hydrogenation of 1,3-Diketones
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Ruthenium-BINAP catalysed hydrogenation of 1,3-diketonesa gives 1,3-diols with extremely high diastereo- and anantio-selectivity.
- Kawano, Hiroyuki,Ishii, Youichi,Saburi, Masahiko,Uchida, Yasuzo
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