251459-19-5Relevant articles and documents
Synthesis of chiral 2,5-bis(oxymethyl)-functionalized bis(phospholanes) and their application in Rh- and Ru-catalyzed enantioselective hydrogenations
Holz, Jens,Stuermer, Rainer,Schmidt, Ute,Drexler, Hans-Joachim,Heller, Detlef,Krimmer, Hans-Peter,Boerner, Armin
, p. 4615 - 4624 (2001)
The synthesis of a series of chiral 2,5-bis(oxymethyl)-substituted bis(phospholanes) 13a-c and 15a,b (BASPHOS) is described, representing functionalized derivatives of the prominent DuPHOS or BPE ligands. D-Mannitol was used as the starting material for these ligands. New bisphospholanes were used as ligands in the enantioselective rhodium(I)-catalyzed hydrogenation of functionalized olefins like unsaturated α- and β-amino acid derivatives, itaconates, and an unsaturated phosphonate. A relevant ruthenium(II) catalyst was used for the reduction of prochiral β-oxo esters. The enantioselectivities, ranging from 8-99% ee, were strongly dependent on the type of the substituent on the oxymethyl group as well on the bridge connecting the phospholane units. Wiley-VCH Verlag GmbH, 2001.