Development and Application of α-Heteroatom Ketones in Asymmetric Michael Reaction with β-trans-Nitroalkenes

J Org Chem. 2015 May 1;80(9):4336-48. doi: 10.1021/acs.joc.5b00013. Epub 2015 Apr 22.

Abstract

The successful design and application of a new type of N-phenyl-imidazole-modified α-heteroatom ketones in asymmetric anti-selective Michael reactions with β-trans-nitroalkenes is reported. High yields and enantioselectivities could be obtained, and the corresponding conjugate adducts could be further transformed into related chiral esters and cyclopropane derivatives with excellent enantioselectivities.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemistry*
  • Ketones / chemical synthesis*
  • Ketones / chemistry
  • Molecular Structure
  • Nitro Compounds / chemistry*

Substances

  • Alkenes
  • Ketones
  • Nitro Compounds