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Annulation of pyrrole: application to the synthesis of indolizidine alkaloids


Amos, RIJ and Gourlay, BS and Molesworth, PP and Smith, JA and Sprod, OR, Annulation of pyrrole: application to the synthesis of indolizidine alkaloids, Tetrahedron, 61, (34) pp. 8226-8230. ISSN 0040-4020 (2005) [Refereed Article]

DOI: doi:10.1016/j.tet.2005.06.026


The nucleophilicity of pyrrole has been exploited to rapidly assemble the bicyclic skeleton of the indolizidine alkaloids. The key sequence is the annulation of a second ring onto pyrrole from a γ-lactone and has been exploited in the synthesis of the natural products (±)-monomorine and (±)-indolizidine 209D. © 2005 Elsevier Ltd. All rights reserved.

Item Details

Item Type:Refereed Article
Research Division:Chemical Sciences
Research Group:Organic chemistry
Research Field:Organic chemical synthesis
Objective Division:Expanding Knowledge
Objective Group:Expanding knowledge
Objective Field:Expanding knowledge in the chemical sciences
UTAS Author:Amos, RIJ (Dr Ruth Amos)
UTAS Author:Gourlay, BS (Dr Brendon Gourlay)
UTAS Author:Molesworth, PP (Dr Peter Molesworth)
UTAS Author:Smith, JA (Associate Professor Jason Smith)
UTAS Author:Sprod, OR (Mr Owen Sprod)
ID Code:36236
Year Published:2005
Web of Science® Times Cited:55
Deposited By:Chemistry
Deposited On:2005-08-01
Last Modified:2008-09-17

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