Nitroxyl radical/PhI (OAc) 2: one-pot oxidative cleavage of vicinal diols to (di) carboxylic acids

M Shibuya, T Shibuta, H Fukuda, Y Iwabuchi

文献索引：Shibuya, Masatoshi; Shibuta, Takuro; Fukuda, Hayato; Iwabuchi, Yoshiharu Organic Letters, 2012 , vol. 14, # 19 p. 5010 - 5013

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被引用次数: 17

摘要

A mild and user-friendly one-pot oxidative cleavage of vicinal diols to their corresponding (di) carboxylic acids using AZADOs and PhI (OAc) 2 is described. 1, 2-Diols and 2, 3-diols as well as 1, 2, 3-triol gave one-or two-carbon-unit-shorter carboxylic acids. Internal vicinal diols also smoothly underwent one-pot oxidative cleavage to afford the corresponding dicarboxylic acids. Cyclic vicinal diols are converted to their corresponding open-form ...