Selenium-catalyzed conversion of methyl ketones into. alpha.-keto acetals

M Tiecco, L Testaferri, M Tingoli…

文献索引：Tiecco, M.; Testaferri, L.; Tingoli, M.; Bartoli, D. Journal of Organic Chemistry, 1990 , vol. 55, # 15 p. 4523 - 4528

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被引用次数: 45

摘要

The reaction of methyl ketones with catalytic amounts of diphenyl diselenide and an excess of ammonium peroxydisulfate in methanol proceeds smoothly to afford a-keto acetals in good yield. In some cases reaction yields were increased by using stoichiometric amounts of PhSeSePh. It is suggested that the oxidation of PhSeSePh by (NHJ2S20s produces a very electrophilic phenylselenenylating agent that effects the methoxyselenenylation of the ...