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- W4378806809 endingPage "8037" @default.
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- W4378806809 abstract "We herein report nitroxyl-radical catalyst 1a, which recognizes the electronic properties of silyl ethers, thus enabling selective oxidation of benzylic and allylic silyl ethers, despite steric factors. A subsequent one-pot reduction accomplishes the formal deprotection to the corresponding benzylic and allylic alcohols. This catalytic system allows the direct oxidative desymmetrization of bis-benzylic and bis-allylic silyl ethers to access synthetically useful monoprotected conjugated aldehydes, which can be applied to one-pot enantioselective transformations. Mechanistic studies revealed that the highly electron-accepting oxoammonium species from 1a as well as the trifluoroacetate form of phenyl iodonium bis(trifluoroacetate) (PIFA) play key roles for the selectivity-determining hydride transfer step." @default.
- W4378806809 created "2023-06-01" @default.
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- W4378806809 date "2023-05-31" @default.
- W4378806809 modified "2023-09-27" @default.
- W4378806809 title "Diverse Site-Selective Transformation of Benzylic and Allylic Silyl Ethers via Organocatalytic Oxidation" @default.
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- W4378806809 doi "https://doi.org/10.1021/acscatal.3c01153" @default.
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