Nucleophilic Opening of Oxabicyclic Ring Systems
✍ Scribed by Corinna S. Schindler; Stefan Diethelm; Erick M. Carreira
- Publisher
- John Wiley and Sons
- Year
- 2009
- Tongue
- English
- Weight
- 325 KB
- Volume
- 121
- Category
- Article
- ISSN
- 0044-8249
No coin nor oath required. For personal study only.
✦ Synopsis
The ease of access to functionalized oxabicyclic ring systems renders them attractive starting points for chemical synthesis. [1] Their strategic incorporation in a synthesis can lead to considerable simplification of the route to a given target and provide key building blocks for asymmetric synthesis. In the context of our recent studies aimed at the synthesis of the banyaside and suomilide core structures, [2,3] we noted an unexpected transformation involving the opening of an oxabicyclo[2.2.1]heptene intermediate. Further investigations led us to identify unprecedented reactivity of oxabicyclic rings (Scheme 1). Herein, we document that oxabicyclo-
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