Spirocycloisomerization of Tethered Alkylidene Glycocyamidines: Synthesis of a Base Template Common to the Palau'amine Family of Alkaloids

Spirocycloisomerization of Tethered Alkylidene Glycocyamidines: Synthesis of a Base Template Common to the Palau'amine Family of Alkaloids

The facile spirocyclization of tethered bisalkylidene 1 suggests a general synthetic strategy for preparing alkaloids of the palau'amine family. The development and characteristics of this core model system are discussed.

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Veröffentlicht in:Angewandte Chemie International Edition 2005-01, Vol.44 (5), p.765-769
Hauptverfasser: Garrido-Hernandez, Hugo, Nakadai, Masakazu, Vimolratana, Marc, Li, Qingyi, Doundoulakis, Thomas, Harran, Patrick G.
Format: Artikel
Sprache:eng
Schlagworte:
Alkaloids - chemistry
Cyclization
guanidines
Guanidines - chemistry
heterocycles
Isomerism
Models, Molecular
natural products
Spiro Compounds - chemistry
total synthesis
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Zusammenfassung:The facile spirocyclization of tethered bisalkylidene 1 suggests a general synthetic strategy for preparing alkaloids of the palau'amine family. The development and characteristics of this core model system are discussed.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200462069