Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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An Efficient and Eco-friendly Approach to $^15N-Unsubstituted {\beta}-Lactams: ^15-Labled$ Synthons for Taxol and Its Analoss

  • Published : 20010500
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Abstract

An efficient and eco-friendly approach to N-unsubstituted ${\beta}-lactams$ has been developed using mostly water as the reaction medium. This methodology was applied to the synthesis of N-unsubstituted 3-hydroxy-4-phenyl-2-azetidinone derivatives (inclu ding 15N-labeled version) which are suitable precursors for the C-13 side chain of taxol and its analogs.

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References

  1. Acc. Chem. Res. v.28 Ojima, I.
  2. J. Org. Chem. v.58 Brieva, R.;Crich, J. Z.;Sih, C. J.
  3. J. Org. Chem. v.56 Ojima, I.;Habus, I.;Zhao, M.;Georg, G. I.;Jayasinghem, L. R.
  4. J. Org. Chem. v.61 Georg, G. I.;Harriman, G. C. B.;Hepperle, M.;Clowers, J. S.;Vander Velde, D. G.;Himes, R. H.
  5. J. Org. Chem. v.34 Wells, J. N.;Lee, R. E.
  6. J. Med. Chem. v.14 Wells, J. N.;Tarwater, O. R.
  7. J. Org. Chem. v.59 Banik, B. K.;Manhas, M. S.;Bose, A. K.
  8. Tetrahedron v.19 Kamal, A.;Ahmad, A.;Qureshi, A. A.
  9. J. Org. Chem. v.61 Kupfer, R.l Brinker, U. H.
  10. J. Am. Chem. Soc. v.88 Bose, A. K.;Kugajvesky, I.
  11. J. Am. Chem. Soc. v.85 Bose, A. K.;Manhas, M. S.;Malinowski, E. R.
  12. Tetrahedron Lett v.18 Malinowcki, E. R.;Mahas, M. S.;Muller, G. H.;Bose, A. K.

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  1. Preparation of β-lactams by [2+2] cycloaddition of ketenes and imines vol.64, pp.46, 2008, https://doi.org/10.1016/j.tet.2008.08.028