Asymmetric pericyclic cascade approach to spirocyclic oxindoles

Org Lett. 2012 Jun 1;14(11):2762-5. doi: 10.1021/ol300982f. Epub 2012 May 14.

Abstract

The reaction of chiral N-arylnitrones with carbocyclic alkylarylketenes generates spirocyclic oxindoles in good yields and with excellent levels of enantioselectivity (90-99% ee) via a pericyclic cascade process.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Indoles / chemical synthesis*
  • Indoles / chemistry
  • Molecular Structure
  • Oxindoles
  • Spiro Compounds / chemical synthesis*
  • Spiro Compounds / chemistry
  • Stereoisomerism
  • Sulfones / chemical synthesis*

Substances

  • Indoles
  • Oxindoles
  • Spiro Compounds
  • Sulfones
  • 2-oxindole
  • 2,4,6-triisopropylbenzenesulfonyl chloride