✦ LIBER ✦
An unusual rearrangement during pyridine synthesis. Anomalous condensation of a β-keto enamine with a tetronic acid.
✍ Scribed by Andrew S. Kende; Joachim E. Veits; Dennis P. Lorah; Frank H. Ebetino
- Book ID
- 104233564
- Publisher
- Elsevier Science
- Year
- 1984
- Tongue
- French
- Weight
- 233 KB
- Volume
- 25
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
The condensation of B-keto enamine lwith 5-methyltetronic acid takes an anomalous course.
Single crystal X-ray analysis and chemical evidence establish the rearranged pyridine structure 15 for this condensation product.
We have recently described a total synthesis of the antitumor quinone streptonigrin.l
A key step in this synthesis was the thermal condensation of the known' B-keto