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ChemInform Abstract: Application of the 2-Azaallyl Anion Cycloaddition Method to Syntheses of (.+-.)-Crinine and (.+-.)-6-Epicrinine.

โœ Scribed by W. H. PEARSON; F. E. LOVERING

Book ID
112021707
Publisher
John Wiley and Sons
Year
2010
Weight
32 KB
Volume
26
Category
Article
ISSN
0931-7597

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ChemInform Abstract: Application of the
ChemInform Abstract: Application of the 2-Azaallyl Anion Cycloaddition Method to an Enantioselective Total Synthesis of (+)-Coccinine.
โœ W. H. PEARSON; B. W. LIAN ๐Ÿ“‚ Article ๐Ÿ“… 2010 ๐Ÿ› John Wiley and Sons โš– 35 KB ๐Ÿ‘ 2 views

Application of the 2-Azaallyl Anion Cycloaddition Method to an Enantioselective Total Synthesis of (+)-Coccinine. -The nonnatural enantiomer (XI) of the alkaloid (-)-coccinine is enantioselectively synthesized with cycloaddition of (VII) to (VIII) as the key step. -(PEARSON, W. H.;

Application of the 2-Azaallyl Anion Cycl
Application of the 2-Azaallyl Anion Cycloaddition Method to an Enantioselective Total Synthesis of (+)-Coccinine
โœ William H. Pearson; Brian W. Lian ๐Ÿ“‚ Article ๐Ÿ“… 1998 ๐Ÿ› John Wiley and Sons ๐ŸŒ English โš– 97 KB ๐Ÿ‘ 2 views

A highly functionalized perhydroindole is formed by the intramolecular [ฯ€4s+ฯ€2s] 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.