Publication | Closed Access
An Efficient Synthesis of (2<b><i>S,</i></b>6S)- and meso-Diaminopimelic Acids via Asymmetric Hydrogenation
14
Citations
0
References
2002
Year
EngineeringBiochemistryNatural SciencesOther IsomersOrganic ChemistryCatalysisEfficient SynthesisChemistryHeterocycle ChemistrySynthetic ChemistryStereoselective SynthesisAsymmetric CatalysisDerivative (Chemistry)Meso-diaminopimelic AcidsEnantioselective SynthesisBiomolecular EngineeringAsymmetric HydrogenationAmino Acid Derivatives
An efficient synthesis of the title compounds 1 and 2 has been successfully developed. The key step is the asymmetric hydrogenation of dehydroamino acid 7 using [Rh(I)(COD)-(S,S) or -(R,R)-Et-DuPHOS)]+OTf- to produce the optically active, protected amino acid derivatives in high ee (>95%). The approach also can be used for the synthesis of other isomers and analogues.