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Paper | Regular issue | Vol 60, No. 12, 2003, pp.2707-2715
Published online, 14th October, 2003
DOI: 10.3987/COM-03-9892
Enantioselective Synthesis of the Tetrahydrobenzylisoquinoline Alkaloid (-)-Norarmepavine Using Polymer Supported Reagents

Ian R. Baxendale, Thomas D. Davidson, Steven V. Ley, and Remedios H. Perni*

*Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW, U.K.

Abstract

We describe, in full, the enantioselective synthesis of the tetrahydrobenzylisoquinoline alkaloid (-)-norarmepavine (1) in 77% e.e. This compound was prepared using solid-supported reagents and scavengers in multi-step sequences of reactions to give materials that required no conventional purification at the individual steps.