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Asymmetric hydrogenation of alpha,beta-unsaturated phosphonates with Rh-BisP* and Rh-MiniPHOS catalysts: scope and mechanism of the reaction.

ABSTRACT: Optically active 1,2-bis(alkylmethylphosphino)ethanes and bis(alkylmethylphosphino)methanes are unique diphosphine ligands combining the simple molecular structure and P-stereogenic asymmetric environment. This work shows that these ligands exhibit excellent enantioselectivity in rhodium-catalyzed asymmetric hydrogenation of alpha,beta-unsaturated phosphonic acid derivatives. The enantioselective hydrogenation mechanism elucidated by NMR study is also described.

SUBMITTER: Gridnev ID

PROVIDER: S-EPMC397390 | biostudies-literature | 2004 Apr

REPOSITORIES: biostudies-literature

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Asymmetric hydrogenation of alpha,beta-unsaturated phosphonates with Rh-BisP* and Rh-MiniPHOS catalysts: scope and mechanism of the reaction.

Gridnev Ilya D ID Yasutake Masaya M Imamoto Tsuneo T Beletskaya Irina P IP

Proceedings of the National Academy of Sciences of the United States of America 20040315 15

Optically active 1,2-bis(alkylmethylphosphino)ethanes and bis(alkylmethylphosphino)methanes are unique diphosphine ligands combining the simple molecular structure and P-stereogenic asymmetric environment. This work shows that these ligands exhibit excellent enantioselectivity in rhodium-catalyzed asymmetric hydrogenation of alpha,beta-unsaturated phosphonic acid derivatives. The enantioselective hydrogenation mechanism elucidated by NMR study is also described. ...[more]

PMID: 15024119

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