Organocatalytic asymmetric multicomponent cascade reaction via 1,3-proton shift and [3+2] cycloaddition: an efficient strategy for the synthesis of oxindole derivatives

Chem Commun (Camb). 2013 Aug 21;49(65):7213-5. doi: 10.1039/c3cc43755h. Epub 2013 Jul 10.

Abstract

An efficient and powerful organocatalytic cascade reaction was achieved for the synthesis of biologically important chiral spiro[pyrrolidin-3,2'-oxindoles] using very simple and readily available starting materials. Three C-C bonds and four contiguous stereogenic centers including one quaternary stereocenter were established in a single operation with reasonable yields and good stereoselectivity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Cycloaddition Reaction
  • Indoles / chemistry*
  • Oxindoles
  • Protons
  • Spiro Compounds / chemistry
  • Stereoisomerism

Substances

  • Indoles
  • Oxindoles
  • Protons
  • Spiro Compounds
  • 2-oxindole