A novel strategy for the synthesis of thermally stable and apoptosis-inducing 2,3-dihydroazetes.

@article{Smetanin2016ANS,
  title={A novel strategy for the synthesis of thermally stable and apoptosis-inducing 2,3-dihydroazetes.},
  author={Ilia A Smetanin and Mikhail S Novikov and Anastasiya V Agafonova and Nikolai V Rostovskii and Alexander F Khlebnikov and Igor Vladimirovich Kudryavtsev and Maxim A. Terpilowski and Maria Konstantinovna Serebriakova and Andrey S. Trulioff and Nikolay V Goncharov},
  journal={Organic & biomolecular chemistry},
  year={2016},
  volume={14 19},
  pages={
          4479-87
        }
}
A general and concise approach to thermally and hydrolytically stable alkyl 2,3-dihydroazete-2,3-di-/2,2,3-tricarboxylates from alkyl 2-bromoazirine-2-carboxylates or 4-bromo-5-alkoxyisoxazoles is reported. The synthesis involves the formation of 2-azabuta-1,3-diene by the reaction of rhodium carbenoid with isoxazole or azirine followed by cyclization/hydrodebromination cascade. The latter reaction is the first example of the selective hydrodehalogenation of a valence isomer under equilibrium… CONTINUE READING

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