학술논문
Utilization of the intramolecular cycloaddition-cationic pi-cyclization of an isomunchnone derivative for the synthesis of (+/-)-lycopodine
Document Type
Academic Journal
Source
Journal of Organic Chemistry. Jan 10, 1997, Vol. 62 Issue 1, p78, 10 p.
Subject
Language
ISSN
0022-3263
Abstract
A new annulation sequence leading to the tetracyclic skeleton of the Lycopodium family of alkaloids is accomplished by applying the tandem cycloaddition-cationic pi-cyclization reaction of an isomunchnone dipole as the primary strategic element. This procedure is interesting because the starting alpha-diazo imide can be prepared efficiently on a large scale and the cycloaddition and cyclization reactions are highly stereospecific.