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ChemInform Abstract: The Synthesis of Two Diastereomeric seco-Rhazinilams with Opposite Atropomeric Chiralities.

✍ Scribed by J. LEVY; M. SOUFYANE; C. MIRAND; M. DOE DE MAINDREVILLE; D. ROYER

Publisher: John Wiley and Sons
Year: 2010
Weight: 34 KB
Volume: 29
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199823215

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✦ Synopsis

The Synthesis of Two Diastereomeric seco-Rhazinilams with Opposite Atropomeric Chiralities.

-Key step in the synthesis of the title compounds, atropomeric tricyclic analogues of the antibiotic rhazinilam, is the oxidative rearrangement of a mixture of indolenines (IV) and (V) obtained from (-)-tabersonine (I) via Emde degradation, hydrogenation, and decarboxylation. -(LEVY,

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