Dehomologation of Aldehydes via Oxidative Cleavage of Silyl Enol Ethers with Aqueous Hydrogen Peroxide Catalyzed by Cetylpyridinium Peroxotungstophosphate …

S Sakaguchi, Y Yamamoto, T Sugimoto…

Index: Sakaguchi, Satoshi; Yamamoto, Yumiko; Sugimoto, Takuma; Yamamoto, Hiroyo; Ishii, Yasutaka Journal of Organic Chemistry, 1999 , vol. 64, # 16 p. 5954 - 5957

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Citation Number: 11

Abstract

Dehomologation of aldehydes has been first successfully achieved via oxidative cleavage of silyl enol ethers, derived from aldehydes and trimethylchlorosilane, using aqueous hydrogen peroxide in the presence of a catalytic amount of peroxotungstophophate (PCWP) under phase-transfer conditions. For instance, the oxidation of 1-[(trimethylsilyl) oxy]-1- octene resulting from octanal and Me3SiCl with 35% H2O2 catalyzed by PCWP in ...