Application of the 2-Azaallyl Anion Cycl
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William H. Pearson; Brian W. Lian
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Article
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1998
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John Wiley and Sons
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English
β 97 KB
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A highly functionalized perhydroindole is formed by the intramolecular [Ο4s+Ο2s] cycloaddition of a 2-azaallyl anion with a vinyl sulfide [Eq. (a)]. This is the key step in the total synthesis of (+)-coccinine, the enantiomer of the Amaryllidaceae alkaloid (-)-coccinine.