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Synlett 2006(14): 2317-2320
DOI: 10.1055/s-2006-949630
DOI: 10.1055/s-2006-949630
CLUSTER
© Georg Thieme Verlag Stuttgart · New York
Utilization of Some Novel Cascade Reactions for the Synthesis of Various Hydroxylated Phenanthridones
Further Information
Received
7 April 2006
Publication Date:
24 August 2006 (online)
Publication History
Publication Date:
24 August 2006 (online)
Abstract
A highly efficient synthesis of the hydroxylated phenanthridone system is described. The synthesis features the ready preparation of the Amaryllidaceae alkaloid skeleton by a Stille intramolecular Diels-Alder furan cycloaddition cascade. A lithium hydroxide induced fragmentation reaction was used to introduce the required π-bond in ring C.
Key words
Stille coupling - amidofuran - Diels-Alder - intramolecular - cascade
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