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Application of Nickel(II) Complexes to the Efficient Synthesis of ?- or ?-Amino Acids
Author(s) -
Jiang Wang,
Lei Zhang,
Hualiang Jiang,
Kaixian Chen,
Hong Liu
Publication year - 2011
Publication title -
chimia
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.387
H-Index - 55
eISSN - 2673-2424
pISSN - 0009-4293
DOI - 10.2533/chimia.2011.919
Subject(s) - enantiopure drug , enantioselective synthesis , chemistry , amino acid , mannich reaction , alkylation , conjugate , yield (engineering) , organic chemistry , coupling reaction , nickel , combinatorial chemistry , catalysis , materials science , mathematical analysis , biochemistry , mathematics , metallurgy
Nonproteinogenic ?- or ?-amino acids have attracted tremendous attention, as they are widely utilized for biological, biochemical, pharmaceutical, and asymmetric chemical investigations. Recently, we developed a series of new strategies for preparing achiral and chiral nickel(ii) complexes for the synthesis of amino acids. We applied these new methods utilizing chiral nickel(ii) complexes for the asymmetric Mannich reaction to synthesize enantiopure ?,?-diamino acids, the enantioselective tandem conjugate addition–elimination reaction to prepare glutamic acid derivatives, the Suzuki coupling reaction to yield ?2-amino acid derivatives, the asymmetric Mannich reaction to synthesize 3-aminoaspartate, the asymmetric Michael addition reaction to give ?-substituted-?,?-diaminobutyric acid derivatives, the asymmetric alkylation reaction to prepare linear ?-trifluoromethyl containing amino acids, and the asymmetric Michael addition reaction to synthesize syn-?-substituted tryptophans.

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