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2007 | 5 | 3 | 688-705
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Indolyl substituted 4-oxobut-2-enoic acids. Synthesis and aza-Michael additions

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The synthesis of three new substituted 4-hetereoaryl-4-oxobut-2-enoic acids with indole ring substitutedin positions 3-, 5- and 7- is described. The addition of these Michael acceptors to 4-(1-phenylsulphonylpyrrol-3-yl)-4-oxobut-2-enoic acid in conjugate addition was explored using both racemic and chiral amines. In tandem with the crystallization-induced asymmetric transformation (CIAT) protocol the effective methodology for the synthesis of enantiomerically highly enriched substituted 2-amino-4-heteroaryl-4-oxobutanoic acids as multifunctional homotryptophan analogues was developed. [...]

Opis fizyczny
  • Department of Organic Chemistry, Slovak University of Technology, SK-812 37, Bratislava, Slovakia,
  • Department of Organic Chemistry, Slovak University of Technology, SK-812 37, Bratislava, Slovakia,
  • Department of Organic Chemistry, Slovak University of Technology, SK-812 37, Bratislava, Slovakia
  • Department of Organic Chemistry, Slovak University of Technology, SK-812 37, Bratislava, Slovakia
  • Department of NMR spectroscopy and mass spectroscopy, Slovak University of Technology, SK-812 37, Bratislava, Slovakia
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