The preparation of 2-arylmethylidene-8-methyl-8-azabicyclo[3.2.1]octan-3- ones

Guangrong Zheng, Linda P. Dwoskin, Peter A. Crooks

Research output: Contribution to journalArticlepeer-review

8 Scopus citations

Abstract

An efficient and versatile two-step synthesis of 2-arylmethylidene-8- methyl-8-azabicyclo[3.2.1]octane-3-ones, via mono aldol condensation of tropinone with a variety of aryl aldehydes followed by pTsOH-catalyzed dehydration, is described.

Original languageEnglish
Pages (from-to)1931-1942
Number of pages12
JournalSynthetic Communications
Volume34
Issue number11
DOIs
StatePublished - 2004

Bibliographical note

Funding Information:
This research was supported by National Institute of Health grants DA13519 and DA00399. High resolution mass spectral determinations were carried out at the University of Kentucky Mass Spectrometry Facility.

Keywords

  • Aldol condensation
  • CNS agents
  • THF
  • Tropane analogs

ASJC Scopus subject areas

  • Organic Chemistry

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