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Application of the 2-azaallyl anion cycloaddition method to syntheses of (±)-crinine and (±)-6-epicrinine

✍ Scribed by William H. Pearson; Frank E. Lovering


Book ID
103400010
Publisher
Elsevier Science
Year
1994
Tongue
French
Weight
223 KB
Volume
35
Category
Article
ISSN
0040-4039

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Application of the 2-Azaallyl Anion Cycl
✍ William H. Pearson; Brian W. Lian 📂 Article 📅 1998 🏛 John Wiley and Sons 🌐 English ⚖ 97 KB 👁 2 views

A highly functionalized perhydroindole is formed by the intramolecular [π4s+π2s] 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.

ChemInform Abstract: Application of the
✍ W. H. PEARSON; B. W. LIAN 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 35 KB 👁 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.;