A process for the rapid removal of dialkylamino-substituents from aromatic rings. Application to the expedient synthesis of (R)-tolterodine

Nick A. Paras, Bryon Simmons, David W.C. MacMillan

Research output: Contribution to journalArticlepeer-review

33 Scopus citations

Abstract

A range of N,N-dialkylanilines have been successfully converted to the parent substituted benzenes by a novel two-step pathway. The products are obtained in good yields and optical purity of adjacent stereocenters is maintained. This technology has been applied toward the synthesis of (R)-tolterodine.

Original languageEnglish (US)
Pages (from-to)3232-3238
Number of pages7
JournalTetrahedron
Volume65
Issue number16
DOIs
StatePublished - Apr 18 2009

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Keywords

  • Enantioselective
  • Organocatalysis
  • Reductive deamination
  • Tolterodine

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