Abstract
An improved synthetic method for ifl-giseofulvin (4) and its 2'-S-analogue 8 has been developed. 7-Chloro-4,6-dimethoxy-2-[5-methoxy-l -methylthio-3-oxohexylidene]-3 (2H)-benzofuranone (7), prepared by reaction of the corresponding 3 (2H)-benzofur-anone with l,l-bis(methylthio)-5-methoxy-l-hexen-3-one (6), undergoes stereoselective intramolecular cyclization when treated with activated alumina in refluxing diethyl ether. The product, the 2'-5'-analogue of dl-griseofulvin 8, is converted to dl-griseofulvin (4) in good yield.
| Original language | English |
|---|---|
| Pages (from-to) | 569-570 |
| Number of pages | 2 |
| Journal | Synthesis (Germany) |
| Volume | 1990 |
| Issue number | 7 |
| DOIs | |
| Publication status | Published - Jan 1 1990 |
ASJC Scopus subject areas
- Catalysis
- Organic Chemistry
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Yamato, M., Takeuchi, Y., & Tomozane, H. (1990). An improved synthetic method for dL-griseofulvin and its 2-S-analogue. Synthesis (Germany), 1990(7), 569-570. https://doi.org/10.1055/s-1990-26942