An approach to open chain and modified heterocyclic analogues of the acetylcholinesterase inhibitor, huperzine A, through a bicyclo[3.3.1]nonane intermediate

Alan P. Kozikowski, Giuseppe Campiani, Werner Tückmantel

Research output: Contribution to journalArticlepeer-review

Abstract

The use of the bicyclo[3.3.1]nonane derived keto urethane (3) in a general synthesis of open chain and modified heterocyclic analogues of huperzine A was investigated and resulted in the preparation of the dimethylcarbamoyloxy analogue (27). Thiazole annulation by the Gewald procedure gave only the undesired regioisomer (36).

Original languageEnglish (US)
Pages (from-to)101-116
Number of pages16
JournalHeterocycles
Volume39
Issue number1
StatePublished - Dec 31 1994

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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