A Concise Asymmetric Total Synthesis of Aspidophytine

An expedient asymmetric total synthesis of aspidophytine is reported. A highly convergent strategy involving the sequential annulation of vinyl iodide 5 with indole 6 exploits varying modes of indole reactivity to provide aspidophytine in 23% over six steps from 5.

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Bibliographische Detailangaben
Veröffentlicht in:	Journal of the American Chemical Society 2008-11, Vol.130 (45), p.14942-14943
Hauptverfasser:	Nicolaou, K. C, Dalby, Stephen M, Majumder, Utpal
Format:	Artikel
Sprache:	eng
Schlagworte:	Crystallography, X-Ray Heterocyclic Compounds, 4 or More Rings - chemical synthesis Heterocyclic Compounds, 4 or More Rings - chemistry Indole Alkaloids - chemical synthesis Indole Alkaloids - chemistry Indoles - chemistry Lactones - chemistry Oxidation-Reduction Vinyl Compounds - chemistry
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Beschreibung
Zusammenfassung:	An expedient asymmetric total synthesis of aspidophytine is reported. A highly convergent strategy involving the sequential annulation of vinyl iodide 5 with indole 6 exploits varying modes of indole reactivity to provide aspidophytine in 23% over six steps from 5.
ISSN:	0002-7863 1520-5126
DOI:	10.1021/ja806176w