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- Title
Towards a New Synthetic Entry into the Iboga-Alkaloid Family.
- Authors
Frauenfelder, Christine; Borschberg, Hans-Jürg
- Abstract
A novel retrosynthetic concept is presented that, in principle, allows access to many hitherto not accessible representatives of the Iboga-alkaloid family. The flexibility required by this approach is provided through a highly convergent assembly of the target, which allows for a control over the substitution pattern of the indole sub-system, as well as over the relative configuration of the aliphatic core of these alkaloids. The key step for the construction of the latter consists in an intramolecular nitrone-olefin 1,3-dipolar cycloaddition reaction of 26 to yield the crucial tricyclic isoxazolidine derivative 28.
- Publication
Helvetica Chimica Acta, 2000, Vol 83, Issue 8, p1753
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/1522-2675(20000809)83:8<1753::AID-HLCA1753>3.0.CO;2-G