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Open Access Application of Nickel(II) Complexes to the Efficient Synthesis of α- or β-Amino Acids

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Nonproteinogenic α- or β-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 α,β-diamino acids, the enantioselective tandem conjugate addition–elimination reaction to prepare glutamic acid derivatives, the Suzuki coupling reaction to yield β2-amino acid derivatives, the asymmetric Mannich reaction to synthesize 3-aminoaspartate, the asymmetric Michael addition reaction to give β-substituted-α,γ-diaminobutyric acid derivatives, the asymmetric alkylation reaction to prepare linear ω-trifluoromethyl containing amino acids, and the asymmetric Michael addition reaction to synthesize syn-β-substituted tryptophans.

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Keywords: AMINO ACIDS; C-ALKYLATION REACTION; MANNICH REACTION; MICHAEL REACTION; NICKEL(II ) COMPLEX; SUZUKI REACTION

Document Type: Research Article

Affiliations: 1: Center for Drug Discovery and Design, Shanghai Institute of Materia Medica, Shanghai, China 2: Shanghai Institute of Materia Medica, China 3: State Key Laboratory of Drug Research Shanghai Institute of Materia Medica Shanghai Institutes for Biological Sciences Chinese Academy of Sciences 555 Zu Chong Zhi Road, Shanghai 201203 People's Republic of China 4: State Key Laboratory of Drug Research Shanghai Institute of Materia Medica Shanghai Institutes for Biological Sciences Chinese Academy of Sciences 555 Zu Chong Zhi Road, Shanghai 201203 People's Republic of China. [email protected]

Publication date: December 1, 2011

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  • International Journal for Chemistry and Official Membership Journal of the Swiss Chemical Society (SCS) and its Divisions

    CHIMIA, a scientific journal for chemistry in the broadest sense, is published 10 times a year and covers the interests of a wide and diverse readership. Contributions from all fields of chemistry and related areas are considered for publication in the form of Review Articles and Notes. A characteristic feature of CHIMIA are the thematic issues, each devoted to an area of great current significance.

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