Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Stereoselective Halolactonization of$\alpha-Phenylsulfonyl-\gamma,\delta$-Unsaturated Amides

  • Lee, Jae-Wook (Department of Chemistry, Korea Advanced institute of Science and Technology) ;
  • Jung, Jin-Hang (Department of Chemistry, Korea Advanced institute of Science and Technology) ;
  • Oh, Dong-Young (Department of Chemistry, Korea Advanced institute of Science and Technology)
  • Published : 1994.10.20
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Abstract

Iodine-induced lactonization of ${\alpha}$-Phenylsulfonyl-${\gamma},{\delta}$-Unsaturated Amides provided 2,4-trans-substitued ${\gamma}$-butyrolactones in high selectivity. NBS-or NCS-induced lactonization of N,N-dimethyl-2-(phenylsulfonyl)-4-pentenamide in DME-$H-2O(2:1 vol)$ gave 2-halo-4-(halomethyl)-2-(phenylsulfonyl)-${\gamma}$-butyrolactone.

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References

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