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Synlett 1994; 1994(6): 445-446
DOI: 10.1055/s-1994-22884
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Asymmetric Induction in Radical Cyclization Leading to β-Lactams: Formal Synthesis of (+)-PS-5

Hiroyuki Ishibashi* , Chisato Kameoka, Tatsunori Sato, Masazumi Ikeda
  • *Kyoto Pharmaceutical University, Misasagi, Yamashina, Kyoto 607, Japan
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Publication Date:
18 September 2002 (online)

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Tributyltin hydride-mediated radical cyclization of N-[2,2-bis(phenylthio)ethenyl]-α-bromoalkanamides bearing (S)-1-phenylethyl group on the nitrogen atom gave (4S)-4-bis(phenylthio)-methyl-2-azetidinones as major products. The method was applied to the synthesis of a chiral precursor of carbapenem antibiotic (+)-PS-5.

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