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Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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

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

Volume 1, Issue 4, 2004

Page: [323 - 325] Pages: 3

DOI: 10.2174/1570178043400712

Price: $65

Abstract

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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