Publication | Closed Access
Cyclopeptoids as Phase‐Transfer Catalysts for the Enantioselective Synthesis of α‐Amino Acids
47
Citations
59
References
2014
Year
Biosynthesisα‐Amino AcidsProline HexacyclopeptoidsBiochemistryEngineeringNatural SciencesDiversity-oriented SynthesisOrganic ChemistryAsymmetric Phase‐transfer CatalysisCatalysisStereoselective SynthesisChemistryNatural Product SynthesisAsymmetric CatalysisSmall LibraryEnantioselective SynthesisBiomolecular Engineering
Abstract The first application of cyclopeptoids in asymmetric phase‐transfer catalysis was examined. A small library of nine alternating N ‐substituted‐glycine and proline hexacyclopeptoids was tested in the enantioselective alkylation of N ‐(diphenylmethylene)glycine tert ‐butyl ester. The presence of an N ‐arylmethyl side chain in the catalyst was found to be crucial for the synthesis of α‐amino acids with up to 73 % ee .
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