Synthesis of new chiral monodentate aminophosphinites and their use in catalytic asymmetric hydrogenations

A general synthesis of chiral 4-amino-4,5-dihydro-3H-dinaphthophosphepines 5a– f is described. The resulting monodentate chiral aminophosphinites have been tested in the rhodium-catalyzed asymmetric hydrogenation of methyl α-acetamidocinnamate and methyl α-acetamidoacrylate. Enantioselectivities up...

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Bibliographic Details
Published in:Journal of organometallic chemistry 2003-05, Vol.675 (1), p.91-96
Main Authors: Junge, Kathrin, Oehme, Günther, Monsees, Axel, Riermeier, Thomas, Dingerdissen, Uwe, Beller, Matthias
Format: Article
Language:English
Subjects:
Chiral aminophosphinites
Enantioselectivities
Toluene
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Summary:A general synthesis of chiral 4-amino-4,5-dihydro-3H-dinaphthophosphepines 5a– f is described. The resulting monodentate chiral aminophosphinites have been tested in the rhodium-catalyzed asymmetric hydrogenation of methyl α-acetamidocinnamate and methyl α-acetamidoacrylate. Enantioselectivities up to 96% ee were obtained in the presence of 5a and sodium dodecylsulfonate in toluene. A general synthesis of chiral 4-amino-4,5-dihydro-3H-dinaphthophosphepines 5a– f is described.
ISSN:0022-328X
1872-8561
DOI:10.1016/S0022-328X(03)00223-7