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Reductive cleavage of highly substituted Δ2-isoxazolines. Synthesis of crispatic acid

✍ Scribed by Dennis P. Curran; Christopher J. Fenk


Publisher
Elsevier Science
Year
1986
Tongue
French
Weight
276 KB
Volume
27
Category
Article
ISSN
0040-4039

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✦ Synopsis


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 isoxazoline is also reported.


📜 SIMILAR VOLUMES


Reduction of Δ2-isoxazolines-2. A facile
✍ Dennis P. Curran; David H. Singleton 📂 Article 📅 1983 🏛 Elsevier Science 🌐 French ⚖ 200 KB

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 lyc