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Synthesis 2001; 2001(2): 0281-0285
DOI: 10.1055/s-2001-10816
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Synthesis of Partially Fluorinated β-Amino Acids via Morita-Baylis-Hillman Reaction

Natalia N. Sergeeva* , Alexander S. Golubev, Klaus Burger
  • *Department of Organic Chemistry, University of Leipzig, Johannisallee 29, 04103 Leipzig, Germany; Fax +49(341)9736599; E-mail: burger§organik.chemie.uni-leipzig.de
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Publication Date:
31 December 2001 (online)

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A convenient synthesis of fluorinated β-amino acids via Morita-Baylis-Hillman reaction is described. Hydrogenation of Morita-Baylis-Hillman adducts or cuprate addition to the double bond provides ready access to α-substituted β,β-bis(trifluoromethyl) β-amino acids.

α-substituted β-fluoroalkyl β-amino acids - Morita-Baylis-Hillman reaction - cuprate addition reactions - 1,3-oxazin-6-ones - peptides