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

doi:10.3987/com-93-s(b)3

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 journal › Article › peer-review

26 Scopus citations

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 language	English (US)
Pages (from-to)	101-116
Number of pages	16
Journal	Heterocycles
Volume	39
Issue number	1
DOIs	https://doi.org/10.3987/com-93-s(b)3
State	Published - Dec 31 1994
Externally published	Yes

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

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

Abstract

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