The reaction of phosphorus ylids with singlet oxygen
β Scribed by Charles W. Jefford; Giacomino Barchietto
- Publisher
- Elsevier Science
- Year
- 1977
- Tongue
- French
- Weight
- 202 KB
- Volume
- 18
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
β¦ Synopsis
Phosphorus ylids find great utility in synthesis where the best known reactions such as the Wittig and variants thereof are used for the construction of carbon-carbon bonds.' We now report a new, sinple reaction of ~tho~carbonylalkylidenephosphoranes with singlet oxygen to
π SIMILAR VOLUMES
Singlet oxygen reacts with 1-acetyl-Z-methoxycyclopentene (la) to give the unsaturated hemiperketal 3a. the epoxy-B-diketone% 3a decomposes by an intermolecular oxygen atorn transfer to give -\* Several S-alkoxyenones which are held in the s-trans conformation failed to react with singlet oxygen.
Current interest in the reactions of singlet oxygen with heterocyclic systems prompts us to describe some of our own efforts in this area.' The marked reactivity of singlet oxygen with cis-dienes is well documented,' and this behavior suggested that it might be possible to obtain a reaction between