Extending Pummerer reaction chemistry. Examination of the prospects for forming vicinal quaternary carbon centers

Ken S. Feldman, Ahmed Nuriye

Research output: Contribution to journalArticlepeer-review

16 Scopus citations

Abstract

Pummerer chemistry applied to 2-sulfinyl indoles promotes oxidative cyclization of pendant nucleophiles to furnish C(3) spirocyclic indolenine products. Use of tetrasubstituted silyl enol ether nucleophiles in this transform yields spirocycles featuring vicinal all-carbon quaternary centers in two cases, but fails when a nearby amine can intervene.

Original languageEnglish (US)
Pages (from-to)1914-1916
Number of pages3
JournalTetrahedron Letters
Volume50
Issue number17
DOIs
StatePublished - Apr 29 2009

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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