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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 28, 1998 - Issue 22
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Original Articles

Synthesis of Octahydro 1H-Pyrrolo[1,2-a]indol-3-ones Via Intramolecular Diels-Alder Reaction of 5-Substituted N-Dienyl Lactams

Katherine Grant-Young Department of Chemistry, University of Connecticut, 215 Glenbrook Road, Room 151, Storrs, Connecticut, 06269-4060 E-mail: [email protected]
,
Michael B. Smith Department of Chemistry, University of Connecticut, 215 Glenbrook Road, Room 151, Storrs, Connecticut, 06269-4060 E-mail: [email protected]
,
Timo Ovaska Department of Chemistry, Connecticut College, New London, Connecticut, 06320
&
Chung-Jen Wang Department of Chemistry, University of Connecticut, 215 Glenbrook Road, Room 151, Storrs, Connecticut, 06269-4060 E-mail: [email protected]
Pages 4233-4239 | Received 06 Apr 1998, Published online: 11 Mar 2009
 
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Abstract

N-dienyl-5-alkenyl-lactams can be prepared from succinimide. Heating leads to an intramolecular Diels-Alder cyclization that produces tricyclic products useful for the preparation of related alkaloids.

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