Synthesis and Applications - The Anderson Research Group
Synthesis and Applications - The Anderson Research Group
Synthesis and Applications - The Anderson Research Group
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Carbon-Oxygen Bond Formations<br />
Tamao-Fleming Oxidations<br />
Activated silanes undergo direct oxidation to aldehydes <strong>and</strong> ketones when treated with a<br />
F - source, H 2 O 2 <strong>and</strong> base. <strong>The</strong> reaction is thought to proceed through hexa- <strong>and</strong> pentafluorosilicate<br />
intermediates.<br />
Activating groups: Benzyldimethylsilanes (BDMS) – a ‘safety-catch silanol’<br />
Dimethylsilyl ethers<br />
Allyldimethylsilanes (ADMS) – via fluorodimethylsilane<br />
Vinyl BDMS: Trost, B.M.; Ball, Z.T.; Joge, T. Angew. Chem. Int. Ed. 2003, 42, 3415-3418.<br />
Vinyl ADMS: Magar, S.S.; Fuchs, P.L. Tetrahedron Lett. 1991, 32, 7513-7516.