Palladium and phase transfer catalyzed oxidation of olefins to ketones. Sensitivity of the reaction to the nature of the phase transfer agent.

✍ Scribed by Krysztof Januszkiewicz; Howard Alper

• Publisher: Elsevier Science
• Year: 1983
• Tongue: French
• Weight: 182 KB
• Volume: 24
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)88385-9

✦ Synopsis

Terminal olefins can be converted to ketones in good yields, and under mild conditions, using phase transfer catalysis; the water-nary ammonium salt governs thecourseof the reaction. Many applications of phase transfer catalysis in organic chemistry have been described in the literature during the past eighteen years l-3 . The use of such biphasic media for effecting reactions catalyzed by metal complexes is a more recent development. 4-6 Advantages of such processes over conventional methods include significant enhancement in reaction rates, and simplicity both in execution and workup of the reaction. There have been no publications, to our knowledge, on metal complex catalyzed oxidation reactions of olefins to ketones under phase transfer conditions. Recently, we initiated an investigation of several industrially important oxidation processes7, and now wish to report that the conversion of olefins to ketones (Wacker chemistry) can be achieved under mild condi-