Jason Perman - Acceptor/Acceptor-Substituted Diazo Reagents for Carbene Transfers: Cobalt-Catalyzed Asymmetric Z-Cyclopropanation of Alkenes with alpha-Nitrodiazoacetates

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      Publication Details (including relevant citation   information):

      Shifa Zhu, Jason A. Perman and Peter X. Zhange

      Abstract:

      Surprisinglycis-tematic!  The cobalt(II) complex of a   D2-symmetric  chiral porphyrin   is an effective catalyst for asymmetric  cyclopropanation   with α-nitrodiazoacetates (see scheme). The catalytic    system is general and suitable for electron-sufficient, -neutral,   and  -deficient alkenes, forming the corresponding   cyclopropane nitroesters  in high yields. In addition to   high diastereo- and enantioselectivity,  the catalytic   process exhibits atypical Z selectivity.

      Address (URL): http://onlinelibrary.wiley.com/doi/10.1002/anie.200803857/abstract