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2004
Enantioselective syntheses
O 0031
Rhodium-Catalyzed Asymmetric Hydrogenation of Functionalized Olefins Using
Spiro Phosphoramidite Ligands. — A variety of functionalized
46- 031 Monodentate
alkenes, including α-dehydroamino acids [cf. (II)], α-arylenamides [cf. (IV) and (VI)]
and β-dehydroamino acids (VIII), is hydrogenated in a highly stereoselective manner
in the presence of a Rh—SIPHOS (Ia) catalyst. Optimization experiments show that
best results are achieved with a ligand bearing small N-substituents [cf. (V)]. The
reaction mechanism is discussed. — (FU, Y.; GUO, X.-X.; ZHU, S.-F.; HU, A.-G.;
XIE, J.-H.; ZHOU*, Q.-L.; J. Org. Chem. 69 (2004) 14, 4648-4655; State Key Lab.
Elem.-Org. Chem., Nankai Univ., Tianjin 300071, Peop. Rep. China; Eng.) —
Mischke
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