Publication | Closed Access
Enantioselective Synthesis of Cyanohydrin <i>O</i>‐Phosphates Mediated by the Bifunctional Catalyst Binolam–AlCl
88
Citations
47
References
2003
Year
Asymmetric CatalysisRoom TemperatureEngineeringBiochemistryNatural SciencesDiversity-oriented SynthesisOrganic ChemistryOrganometallic CatalysisCatalysisChemistryγ-Cyanoallylic AlcoholsEnantioselective SynthesisBiomolecular EngineeringChiral Cyanohydrin O-phosphatesBifunctional Catalyst Binolam–alcl
(R)- and (S)-binolam–AlCl complexes act as bifunctional catalysts to mediate the enantioselective cyanophosphorylation of aldehydes at room temperature. The resulting chiral cyanohydrin O-phosphates can be reduced to β-aminoalcohols or, when suitably substituted, can be transformed into γ-cyanoallylic alcohols through palladium-catalyzed allylic substitution, without loss of enantiomeric excess (see scheme).
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