Cyclopeptoids as Phase‐Transfer Catalysts for the Enantioselective Synthesis of α‐Amino Acids | Zendy

Schettini Rosaria | Zendy; Nardone Brunello | Zendy; De Riccardis Francesco | Zendy; Della Sala Giorgio | Zendy; Izzo Irene | Zendy

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Cyclopeptoids as Phase‐Transfer Catalysts for the Enantioselective Synthesis of α‐Amino Acids

Author(s) -

Schettini Rosaria,

Nardone Brunello,

De Riccardis Francesco,

Della Sala Giorgio,

Izzo Irene

Publication year - 2014

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201403224

Subject(s) - enantioselective synthesis , chemistry , glycine , catalysis , alkylation , amino acid , proline , phase (matter) , stereochemistry , organic chemistry , combinatorial chemistry , biochemistry

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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