Abstract
Keto furanylidene building blocks are synthesized from the unique silyl ethers of monoalkynylated β - keto carbonyls. The procedure consists of a desilylation, cyclization, and alkyne hydration facilitated by either a one-pot reaction with iron(III) chloride hexahydrateiodine or a two-step procedure with tosylic acid and gold(I) chloride. Notably, the hydration of the terminal alkyne with iron(III) chloride hexahydrate-iodine reagent is a safer and new alternative to the use of mercury(II) salts.
| Original language | English |
|---|---|
| Pages (from-to) | 181-187 |
| Number of pages | 7 |
| Journal | Heterocyclic Communications |
| Volume | 18 |
| Issue number | 4 |
| DOIs | |
| State | Published - Oct 2012 |
Scopus Subject Areas
- Organic Chemistry
Keywords
- ( E)- diastereoselectivity
- Deiodination
- Furanylidene
- Iodohydration