Reduction of Δ2-isoxazolines-2. A facile synthesis of 3(2H)-furanones.
✍ Scribed by Dennis P. Curran; David H. Singleton
- Publisher
- Elsevier Science
- Year
- 1983
- Tongue
- French
- Weight
- 200 KB
- Volume
- 24
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
A simple synthesis of the 3(2H)-furanone ring system is described.
The 3(2H)-furanone moeity is a central structural unit in a growing number of natural products including simple compounds such as bullatenone and geiparvarin and more complex compounds such as jatrophone, the eremantholides, and lychnophorolide. 2 Many of these 3(2H)-(
📜 SIMILAR VOLUMES
Solid-phase synthesis of A2-isoxazolines through a 1,3-dipolar cycioaddition of nitrile oxides is described. The aldoxime is oxidized with commercially available bleach to give the corresponding nitrile oxide, which reacts in situ with dipolarophiles to afford A2-isoxazolines in good yields.
The preparation of highly substituted J-hydroxy carbonyl compounds from isoxazolines is featured in a synthesis of crispatic acid. A J-hydroxy imine, the proposed intermediate in this transformation, is isolated for the first time and a stereoselective hydroboration of a 5-vinyl substituted isoxazol
One-pot synthesis of 3(2H)-furanones from cl-ethynyl tertiary alcohols and acyl halides has been achieved in the presence of a palladium complex under CO2 pressure.