138200-52-9Relevant articles and documents
Oxidation of 1,3-dicarbonyl compounds using (camphorylsulfonyl)oxaziridines
Davis, Franklin A.,Liu, Hu,Chen, Bang-Chi,Zhou, Ping
, p. 10481 - 10492 (2007/10/03)
The oxidation of 1,3-dicarbonyl compounds with (camphorylsulfonyl)oxaziridines 2 was studied in both cyclic and acyclic systems. Two reaction pathways were identified: Enolate α-hydroxylation and a novel Baeyer-Villiger type oxidation. The Baeyer-Villiger oxidation product was observed only for the ketones and arises via rearrangement of an alkoxy epoxide. Synthetically useful ee's (82-95%) were observed only for enolates of β-ketoesters where the keto group is part of a 6-membered ring.