Journal of Organometallic Chemistry

Silafunctional compounds in organic synthesis: XVIII. Oxidative cleavage of the silicon-carbon bond in alkenylfluorosilanes to carbonyl compounds: Synthetic and …

K Tamao, M Akita, M Kumada

Index: Tamao, Kohei; Akita, Munetaka; Kumada, Makoto Journal of Organometallic Chemistry, 1983 , vol. 254, # 1 p. 13 - 22

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Citation Number: 41

Abstract

Abstract Alkenyltrifluorosilanes are readily oxidized by one equivalent of MCPBA in DMF even at− 50 C to give the corresponding carbonyl compounds via cleavage of the carbon silicon bond. With three equivalent of MCPBA a concomitant cleavage of the carbon carbon bond occurs. A plausible mechanism of these new types of oxidation has been discussed. Oxidation with DABCO· 2H 2 O 2 has also been described.

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