Facile and highly stereoselective synthesis of the tetracyclic erythrinane core

…, SL James, MRJ Elsegood, WP Martin

Index: Allin, Steven M.; James, Stella L.; Elsegood, Mark R. J.; Martin, William P. Journal of Organic Chemistry, 2002 , vol. 67, # 26 p. 9464 - 9467

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Citation Number: 65

Abstract

On the basis of our novel stereoselective approach to the isoindoloisoquinoline 4 and pyrroloisoquinoline ring systems, 5 we reasoned that a suitably substituted N-acyliminium precursor could allow a facile approach to the tetracyclic core of the target erythrinane ring system. Although the bicyclic lactams of Meyers have been widely utilized in asymmetric synthesis, 6 to the best of our knowledge the present application, as a precursor in an intramolecular N-acyliminium mediated ...