New approach to the synthesis of isocoumarins
β Scribed by V. I. Dulenko; I. E. Kharish; Yu. A. Nikolyukin
- Book ID
- 112359531
- Publisher
- Springer US
- Year
- 1985
- Tongue
- English
- Weight
- 58 KB
- Volume
- 21
- Category
- Article
- ISSN
- 0009-3122
No coin nor oath required. For personal study only.
π SIMILAR VOLUMES
Indenone epoxides 8, prepared from the corresponding indenones, have been shown to undergo clean thermal rearrangement to give isocoumarins 10 in high yields. This synthesis of isocoumarins, when applied to oxaindacenone 7, resulted in the total synthesis of coriandrin (1).
A synthesis of the isocoumarin found in the rubromycin class of natural products is reported. The isocoumarin ring system is formed via Heck coupling of a pyruvate synthon with a terephthalic acid derivative followed by an intramolecular acid-catalyzed cyclization. The requisite terephthalic acid pr