4.4 Review

Recent approaches for asymmetric synthesis of α-amino acids via homologation of Ni(II) complexes

Journal

AMINO ACIDS
Volume 49, Issue 9, Pages 1487-1520

Publisher

SPRINGER WIEN
DOI: 10.1007/s00726-017-2458-6

Keywords

Asymmetric synthesis; alpha-Amino acids; Tailor-made amino acids; Ni(II) complexes; Practicality

Funding

  1. Ikerbasque
  2. Basque Foundation for Science
  3. National Natural Science Foundation of China [81620108027, 21632008]
  4. Major Project of Chinese National Programs for Fundamental Research and Development [2015CB910304]

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This review article critically discusses examples of asymmetric synthesis of tailor-made alpha-amino acids via homologation of Ni(II) complexes of glycine and alanine Schiff bases, reported in the literature from 2013 through the end of 2016. Where it is possible, reaction mechanism and origin of the stereochemical outcome is discussed in detail. Special attention is given to various aspects of practicality and scalability of the reported methods. Among the most noticeable developments in this area are novel designs of axially chiral ligands, application of electro- and mechano-chemical (ball-milling) conditions, and development of dynamic kinetic resolution procedures.

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