Asymmetric Michael addition of nitroalkanes to nitroalkenes catalyzed by C2-symmetric tridentate bis(oxazoline) and bis(thiazoline) zinc complexes

J Am Chem Soc. 2006 Jun 14;128(23):7418-9. doi: 10.1021/ja0604008.

Abstract

The first asymmetric synthesis of 1,3-dinitro compounds through Michael addition of nitroalkanes to nitroalkenes catalyzed by C2-symmetric chiral tridentate bis(oxazoline) and bis(thiazoline) zinc complexes was achieved with high enantioselectivities (up to 95% ee).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkanes / chemistry*
  • Alkenes / chemistry*
  • Carbon / chemistry
  • Catalysis
  • Models, Chemical
  • Nitro Compounds / chemistry*
  • Organometallic Compounds / chemistry*
  • Oxazoles / chemistry*
  • Thiazoles / chemistry*
  • Zinc / chemistry*

Substances

  • Alkanes
  • Alkenes
  • Nitro Compounds
  • Organometallic Compounds
  • Oxazoles
  • Thiazoles
  • Carbon
  • Zinc