A Direct Route to Erythrinanes v i a α-Amidoalkylation, Conjugate Addition and Ring-Closing Metathesis Reactions

Author(s): Inaki Osante, Nuria Sotomayor, Esther Lete.

Journal Name: Letters in Organic Chemistry

Volume 1 , Issue 4 , 2004

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A direct route to erythrinanes has been completed by a sequence that involves diastereoselective conjugate addition on a α,β-unsaturated lactam, followed by a ring-closing metathesis reaction to construct ring A. The synthesis of the key intermediates C-10b functionalized dihydropyrroloisoquinolines is achieved via Parham cyclisation and α-amidoalkylation reactions.

Keywords: erythrina alkaloids, amidoalkylation, conjugate addition, lithiation, ring-closing metathesis

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Article Details

Year: 2004
Page: [323 - 325]
Pages: 3
DOI: 10.2174/1570178043400712
Price: $58