Highly organocatalytic asymmetric Michael-ketone aldol-dehydration domino reaction: straightforward approach to construct six-membered spirocyclic oxindoles

Chem Commun (Camb). 2010 Nov 14;46(42):8064-6. doi: 10.1039/c0cc03032e. Epub 2010 Sep 24.

Abstract

An efficient Michael-ketone aldol-dehydration domino reaction has been developed to afford spiro[cyclohex-2-enone-oxindole] motifs with high yields (up to 99%), excellent diastereoselectivities (dr >20 : 1) and enantioselectivities (up to 96% ee).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Cyclization
  • Indoles / chemistry*
  • Ketones / chemistry*
  • Water / chemistry

Substances

  • Indoles
  • Ketones
  • Water