Letters in Organic Chemistry

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

DOI: 10.2174/1570178043400712

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

Page: [323 - 325] Pages: 3

  • * (Excluding Mailing and Handling)

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