Synlett 2003(12): 1898-1900
DOI: 10.1055/s-2003-41470
LETTER
© Georg Thieme Verlag Stuttgart · New York

Asymmetric Synthesis of Arylalanines via Asymmetric aza-Darzens (ADZ) Reaction

Naomi E. Maguire, Andrew B. McLaren, J. B. Sweeney*
Department of Chemistry, University of Reading, Reading RG6 6AD, UK
Fax: +44(118)93786331; e-Mail: j.b.sweeney@reading.ac.uk;
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Publikationsverlauf

Received 30 June 2003
Publikationsdatum:
19. September 2003 (online)

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Abstract

(R)-3-Arylalanines may be prepared in high enantio­meric purity from N-dpp imines by a four-step reaction sequence involving asymmetric aza-Darzens reaction, dephosphinylation, hydrogenolysis and hydrolysis. The amino acids thus obtained were of >95% enantiomeric purity.