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Communication | Special issue | Vol 58, No. 1, 2002, pp.85-88
Published online, 1st January, 1970
DOI: 10.3987/COM-02-S(M)32
Facile Asymmetric Synthesis of Aziridine Derivatives via the Diastereoselective Reaction of Chiral Imines with Dimethylsulfonium Methylide

Kimio Higashiyama,* Masataka Matsumura, Ayako Shiogama, Takayasu Yamauchi, and Sigeru Ohmiya

*Institute of Medicinal Chemistry, Hoshi University, 2-4-41 Ebara, Shinagawa-ku, Tokyo 142-8501, Japan


A simple method for the synthesis of chiral 2-substituted aziridine derivatives is described. The reaction pathway consists of the diastereoselective addition of dimethylsulfonium methylide to chiral imines derived from (R)-phenylglycinol and various aldehydes.