Enantioselective synthesis of γ-aminobutyric acid derivatives by Ni(II)-catalyzed reaction of diethyl malonate with nitroalkenes

被引：0
作者：
A. N. Reznikov
E. V. Golovin
Yu. N. Klimochkin
机构：
[1] Samara State Technical University,
来源：
Russian Journal of Organic Chemistry | 2013年 / 49卷
关键词：
Raney Nickel; Diethyl Malonate; Enantioselective Synthesis; Ethyl Bromoacetate; Gaba Derivative;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
A new synthetic approach to (3R)-4-amino-3-methylbutyric acid and [(4R)-2-oxo-4-phenylpyrrolidin-1-yl]acetamide [(R)-phenotropil] has been developed. Asymmetric center with a required configuration has been generated via enantioselective addition of diethyl malonate to 1-nitropropene and β-nitrostyrene, catalyzed by Ni(II) complexes with (R,R)- and (S,S)-N,N′-dibenzylcyclohexane-1,2-diamine.
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页码：663 / 668
页数：5
相关论文
共 38 条
  • [1] Jacobs RT(1994)undefined J. Med. Chem. 37 1282-undefined
  • [2] Bernstein PR(2012)undefined Chem. Heterocyclic. Compd. 48 720-undefined
  • [3] Cronk LA(1990)undefined Synth. Commun. 20 159-undefined
  • [4] Vacek EP(2004)undefined Tetrahedron 60 10809-undefined
  • [5] Newcomb LF(2007)undefined J. Am. Chem. Soc. 129 11583-undefined
  • [6] Aharony D(2012)undefined Russ. J. Org. Chem. 48 1526-undefined
  • [7] Buckner CK(2012)undefined Russ. J. Gen. Chem. 82 1827-undefined
  • [8] Kusner EJ(2011)undefined Tetrahedron 67 636-undefined
  • [9] Vorona M(undefined)undefined undefined undefined undefined-undefined
  • [10] Veinberg G(undefined)undefined undefined undefined undefined-undefined
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