A novel approach to the synthesis of 2-benzyl substituted pyrrolizidine and pyrrolizidinone ring systems

Acta Chimica Sinica
1988.0

Abstract

This paper reports a new method to the synthesis of 2‐benzyl substituted pyrrolizidinone and pyrrolizidine ring systems, which involves the use of a vinylogous N‐acyliminium ion 12 as an initiator for the intramolecular olefin cyclization and subsequent rearrangement. The total syntheses of six unnatural new pyrrolizidinone and pyrrolizidine alkaloids 1, 2, 3, 4, 5 and 16 serve as examples. Copyright © 1988 SIOC, CAS, Shanghai & WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim

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