Efficient Syntheses of ω-Trifluoromethyl Substituted ω-Amino Acids

Natalia N.  Sergeeva; Alexander S.  Golubev; Lothar  Hennig; Klaus  Burger

doi:10.1055/s-2002-35636

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Synthesis 2002(17): 2579-2584
DOI: 10.1055/s-2002-35636

SPECIALTOPIC

Efficient Syntheses of ω-Trifluoromethyl Substituted ω-Amino Acids

Natalia N. Sergeeva^a, Alexander S. Golubev^b, Lothar Hennig^a, Klaus Burger*^a
^a Department of Organic Chemistry, University of Leipzig, Johannisallee 29, 04103 Leipzig, Germany
Fax: +49(341)9736599; e-Mail: burger@organik.chemie.uni-leipzig.de;
^b Institute of Organoelement Compounds, Russian Academy of Sciences, Vavilov Str. 28, GSP-1, V-334 RUS, 117813 Moscow, Russia

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Publication History

Received 5 June 2002
Publication Date:
20 November 2002 (online)

Abstract
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Abstract

Syntheses of N-protected β-trifluoromethyl-β-amino acids, γ-trifluoromethyl-γ-amino acids, δ-trifluoromethyl-δ-amino acids, and β-trifluoromethyl-β-amino-α-hydroxy acids (4,4,4-trifluoroisothreonine) starting from N-acyl-1-chloro-2,2,2-trifluoroethylamines are described.

Key words

ω-amino acids - Grignard reactions - organometallic reagents - oxidations - ozonolysis

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