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Paper | Regular issue | Vol 45, No. 9, 1997, pp.1751-1758
Published online, 1st January, 1970
DOI: 10.3987/COM-97-7875
The Total Synthesis of the Pavine Alkaloid Thalimonine

Varol Pabuccuoglu and Manfred Hesse*

*Organisch-chemisches Institut, Universität Zürich, Winterthurerstrasse 190, 8057 Zürich, Switzerland

Abstract

The synthesis of the pavine alkaloid (±)-thalimonine (1) by the acid-mediated cyclization of the corresponding 1,2-dihydroisoquinoline (10) is reported. The latter compound was synthesized by a multistep reaction from 4-methoxy-2,3-methylenedioxybenzaldehyde. The resolution of (±)-1 to its (-)-enantiomer was performed.