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Communication | Special issue | Vol 66, No. 1, 2005, pp.95-99
Published online, 1st November, 2005
DOI: 10.3987/COM-05-S(K)39
Kinetic Resolution via the [2,3] Stevens Rearrangement of Epimeric Six-membered Ammonium Ylides: A New Entry to Enantio-enriched α-Amino Acid Derivatives

Eiji Tayama,* Hiroyuki Tanaka, and Takeshi Nakai

*Graduate School of Science and Technology, Niigata University, 8050, 2 no-cho, Ikarashi, Nigata 950-2181, Japan


The asymmetric [2,3] Stevens rearrangement of epimeric mixtures of N-allylic ammonium salts derived from (5R)-5-phenyl-1,4-oxazin-2-one is shown to proceed with efficient kinetic resolution to afford the unnatural α-amino acid derivatives in high enantio-purities.