Tetrahedron letters

Asymmetric synthesis of (1R, 2S)-2-fluorocyclopropylamine, the key intermediate of the new generation of quinolonecarboxylic acid, DU-6859

…, M Hashimoto, Y Kobayashi, T Katoh, K Nakatani…

Index: Tamura, Osamu; Hashimoto, Masaru; Kobayashi, Yuko; Katoh, Tadashi; Nakatani, Kazuhiko; et al. Tetrahedron Letters, 1992 , vol. 33, # 24 p. 3487 - 3490

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Citation Number: 38

Abstract

Abstract The title synthesis was achieved by featuring diastereoface selective cyclopropanation of (4R, 5S)-4, 5-diphenyl-3-vinyl-2-oxazolidinone, the chiral and conformationally rigid N-vinylcarbamate, with zinc-monofluorocarbenoid followed by hydrogenolysis of formed (4R, 5S)-3-[(1R-2S)-2-fluorocyclopropyl]-4, 5-diphenyl-2- oxalidinone.