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2004
Oxidation
O 0212
51- 043
Manganese-Catalyzed Oxidative Transformation of Silyl Ethers to Ketones:
Enantioselective Synthesis of Optically Active β- and γ-Siloxyketones. — A new
method for direct oxidation of silyl ethers to ketones is developed. In the presence of a
chiral Mn(salen) catalyst enantioselective desymmetrization of 1,3- and 1,4-disilyl
ethers yields optically active β- and γ-silyloxy ketones, respectively. The -Tbs group
gives best enantioselectivity. The silyloxy ketones are important intermediates for the
synthesis of biologically active compounds. — (MURAHASHI*, S.-I.; NOJI, S.;
HIRABAYASHI, T.; KOMIYA, N.; Synlett 2004, 10, 1739-1742; Dep. Appl. Chem.,
Fac. Eng., Okayama Univ., Tsushima, Okayama 700, Japan; Eng.) — Jannicke
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