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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 31, 2001 - Issue 22
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Original Articles

EASY ACCESS TO 4-SUBSTITUTED (±)-HUPERZINE A ANALOGUES

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Pages 3507-3516 | Received 25 Jan 2001, Published online: 22 Aug 2006
 

Abstract

Condensation of the readily available 7-methylbicyclo[3.3.1]non-6-en-3-one with dimethyl acetylenedicarboxylate and ammonia or with acetylenedicarboxamide gave a 4-carboxamido (±)-huperzine A analogue, from which other analogues were easily prepared.

ACKNOWLEDGMENTS

A fellowship from Comissió Interdepartamental de Recerca i Innovació Tecnològica (CIRIT) of the Generalitat de Catalunya to M. Simon and financial support from Fundació “La Marató de TV3” (project 3004/97) is gratefully acknowledged. We also thank the Serveis Científico-Tècnics of the University of Barcelona and particularly Dr. M. Feliz and Dr. A. Linares for recording the NMR spectra and Ms. P. Doménech from the Centro de Investigación y Desarrollo (C.I.D.) (Barcelona, Spain) for carrying out the elemental analyses.

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