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Synlett 2000; 2000(3): 397-399
DOI: 10.1055/s-2000-6554
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Synthetic Study on Oximidines: A Concise Synthesis of (Z)-Enamides

Kouji Kuramochi* , Hidenori Watanabe, Takeshi Kitahara
  • *Department of Applied Biological Chemistry, The University of Tokyo, 1-1-1 Yayoi, Bunkyo-ku, Tokyo 113-8657, Japan; Fax 88-3-58 41-80 19; E-mail: atkita@mail.ecc.u-tokyo.ac.jp
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Publication Date:
31 December 2000 (online)

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A stereoselective synthesis of (Z)-enamides was achieved by Curtius rearrangement and addition of RLi or RMgBr to isocyanate. Its utility was shown by the construction of the side-chain moiety of oximidines.

enamide - Curtius rearrangement - isocyanate - DPPA - oximidine