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  • Title: Copper(II)-Mediated Intramolecular Cyclopropanation of Ketene N,X-Acetals (X = S, O, N) under Mild Conditions.
    Author: Huang F, Wu P, Yu Z.
    Journal: J Org Chem; 2020 Mar 20; 85(6):4373-4385. PubMed ID: 32067459.
    Abstract:
    CuBr2-mediated intramolecular oxidative cyclopropanation of α-oxo ketene N,S-acetals was efficiently achieved to afford 2-thioalkyl-3-azabicyclo-[3.1.0]hexenes under mild conditions. 2-Oxyalkyl- and 2-aminoallyl-3-azabicyclo-[3.1.0]hexenes were also obtained from the corresponding α-oxo ketene N,O- and N,N-acetals. Further C-S bond transformations led to diverse 2-aryl-substituted 3-azabicyclo[3.1.0]hexene derivatives in good to high yields.
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