Dienic reactivity of 3,5-cycloheptadienone: reaction with singlet oxygen.
β Scribed by Waldemar Adam; Ihsan Erden
- Publisher
- Elsevier Science
- Year
- 1979
- Tongue
- French
- Weight
- 172 KB
- Volume
- 20
- Category
- Article
- ISSN
- 0040-4039
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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.
The reaction of singlet oxygen with cis olefins is regioselective and shows a general preference for hydrogen abstraction on the larger alkyl group of the double bond.
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