A Convergent Total Synthesis of Epolactaene: An Application of the Bridgehead Oxiranyl Anion Strategy.
โ Scribed by Kouji Kuramochi; Seigo Nagata; Hideyoshi Itaya; Yasuaki Matsubara; Takashi Sunoki; Hiromi Uchiro; Ken-ichi Takao; Susumu Kobayashi
- Publisher
- John Wiley and Sons
- Year
- 2004
- Weight
- 183 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0931-7597
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โฆ Synopsis
Abstract
For Abstract see ChemInform Abstract in Full Text.
๐ SIMILAR VOLUMES
A highly functionalized perhydroindole is formed by the intramolecular [ฯ4s+ฯ2s] 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.
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.;