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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Stereospecific synthesis of tetrahydrobenzisoquinoline derivatives

E Gellert, N Kumar and D Tober

Australian Journal of Chemistry 36(1) 157 - 163
Published: 1983

Abstract

A new synthesis of optically active tetrahydrobenzisoquinolines is described. Cyclization of N-aryl- alkylalanines with retention of configuration was achieved by mild intramolecular Friedel-Crafts acylation. The compounds synthesized this way represent simple analogues of phenanthroindolizidine alkaloids. Some features of the n.m.r. spectra of cyclized and open-chain intermediates are discussed.

https://doi.org/10.1071/CH9830157

© CSIRO 1983

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