Literature DB >> 15311949

The enantioselective synthesis of alpha-amino acids by phase-transfer catalysis with achiral Schiff base esters.

Martin J O'Donnell1.   

Abstract

The development and application of chiral phase-transfer catalysis (PTC) for the enantioselective synthesis of optically active alpha-amino acid derivatives using achiral Schiff base esters developed in the author's laboratory and by others is reviewed. Phase-transfer catalysts derived from the Cinchona alkaloids have been exploited as inexpensive and attractive organocatalysts in the chiral PTC process. The recent evolution and use of these and other catalytic systems is described.

Entities:  

Year:  2004        PMID: 15311949     DOI: 10.1021/ar0300625

Source DB:  PubMed          Journal:  Acc Chem Res        ISSN: 0001-4842            Impact factor:   22.384


  51 in total

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3.  In Situ-Generated Glycinyl Chloroaminals for a One-Pot Synthesis of Non-proteinogenic α-Amino Esters.

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Authors:  Monica Ilies; Luigi Di Costanzo; Daniel P Dowling; Katherine J Thorn; David W Christianson
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5.  The progression of chiral anions from concepts to applications in asymmetric catalysis.

Authors:  Robert J Phipps; Gregory L Hamilton; F Dean Toste
Journal:  Nat Chem       Date:  2012-07-24       Impact factor: 24.427

6.  A systematic investigation of quaternary ammonium ions as asymmetric phase-transfer catalysts. Synthesis of catalyst libraries and evaluation of catalyst activity.

Authors:  Scott E Denmark; Nathan D Gould; Larry M Wolf
Journal:  J Org Chem       Date:  2011-05-06       Impact factor: 4.354

7.  Catalytic Enantioselective Electrophilic Aminations of Acyclic α-Alkyl β-Carbonyl Nucleophilies.

Authors:  Xiaofeng Liu; Bingfeng Sun; Li Deng
Journal:  Synlett       Date:  2009-06       Impact factor: 2.454

8.  Design, synthesis, and application of tartaric acid derived N-spiro quaternary ammonium salts as chiral phase-transfer catalysts.

Authors:  Mario Waser; Katharina Gratzer; Richard Herchl; Norbert Müller
Journal:  Org Biomol Chem       Date:  2011-10-31       Impact factor: 3.876

9.  Unnatural Amino Acid Derivatives through Click Chemistry: Synthesis of Triazolylalanine Analogues.

Authors:  Pravin C Patil; Frederick A Luzzio
Journal:  Synlett       Date:  2017-07-24       Impact factor: 2.454

10.  Novel Cinchona alkaloid derived ammonium salts as catalysts for the asymmetric synthesis of beta-hydroxy alpha-amino acids via aldol reactions.

Authors:  Bing Ma; Jared L Parkinson; Steven L Castle
Journal:  Tetrahedron Lett       Date:  2007-03-19       Impact factor: 2.415

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