- Asymmetric synthesis of SMS-Phos series' precursor and a naphthalene analogue
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An efficient and high-yielding (up to 57% overall yield) asymmetric route to enantiopure P-stereogenic 1,2-bis[(o-hydroxyaryl)(phenyl)phosphino-P-borane] ethanes wherein aryl = phenyl and naphthyl, is presented. The occurring P-stereomutation is confirmed
- Stephan, Michel,Modec, Barbara,Mohar, Barbara
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p. 1086 - 1089
(2011/04/15)
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- Profiling the tuneable R-SMS-Phos structure in the rhodium(i)-catalyzed hydrogenation of olefins: The last stand?
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A diversified family of enantiopure P-stereogenic "R-SMS-Phos" {R-SMS-Phos = 1,2-bis[(o-RO-phenyl)(phenyl)phosphino]ethane} ligands wherein R = branched or heteroatom-substituted alkyl, aralkyl, silyl, acyl, sulfonyl, etc. was screened for the Rh(i)-catalyzed hydrogenation of a representative set of olefinic substrates. This systematic and detailed investigation revealed a marked beneficial impact on enantioselectivity and catalyst activity in comparison to Knowles' ultimate DiPAMP {DiPAMP = 1,2-bis[(o-anisyl)(phenyl) phosphino]ethane} design. Mutant ligands with highly enhanced properties possessing particular features wherein the DiPAMP structure is found embedded were identified. The Royal Society of Chemistry 2011.
- Stephan, Michel,?terk, Damjan,Zupan?i?, Borut,Mohar, Barbara
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p. 5266 - 5271
(2011/09/20)
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- NEW ORTHO-FUNCTIONALIZED P-CHIRAL ARYLPHOSPHINES AND DERIVATIVES: THEIR PREPARATION AND USE IN ASYMMETRIC CATALYSIS
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The invention relates to novel organo phosphorus P-chiral optically active compounds of formula (I) having a hydroxyl, mercapto, amino, carboxyl, sulfonyl group on aryl near a phosphorus atom, to the preparation and the use thereof in then asymmetrical catalysis of unsaturated compounds. Novel acylphosphine optically pure ligands embodied in the form of transition metal complexes exhibit an increased activity and enantloselectivity, in particular in asymmetrical hydrogenation, in comparison with the same type Uganda such as DiPAMP.
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Page/Page column 14
(2010/07/04)
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