Direct α-arylation of ketones: The reaction of cyclic ketone enolates with diphenyliodonium triflate
✍ Scribed by John H. Ryan; Peter J. Stang
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 191 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Diphenyliodonium triflate la reacts with the lithium enolates of cyclic ketones 2 (ring size = 5 -8), in the presence of stoichiometric quantiites of copper cyanide, to afford the corresponding tx-phenylated ketones 3 or ct,~'diphenylated ketones 4.
📜 SIMILAR VOLUMES
a-Trifluoromethanesulfonoxy ketones (a-keto triflates) have been synthesized under very mild conditions by the reaction of silyl enol ethers of ketones and nimethylsilyl trifluormethanesulfonate/iodosobenzene in dichloromethane.
## Abstract Cyclopentanones 1, 4 and 7, as well as uloses 11, 14, 17, and 20, all possessing an oxygen atom in α‐position with respect to the carbonyl group, have been allowed to react with dimethylsulfonium and dimethyloxosulfonium methylides. It has been found that the nucleophilic attack can be