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Organic letters

Anaerobic nitroxide-catalyzed oxidation of alcohols using the NO+/NO· redox pair

M Holan, U Jahn

文献索引:Holan, Martin; Jahn, Ullrich Organic Letters, 2014 , vol. 16, # 1 p. 58 - 61

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被引用次数: 18

摘要

A new method for alcohol oxidation using TEMPO or AZADO in conjunction with BF3· OEt2 or LiBF4 as precatalysts and tert-butyl nitrite as a stoichiometric oxidant has been developed. The system is based on a NO+/NO· pair for nitroxide reoxidation under anaerobic conditions. This allows the simple, high-yielding conversion of various achiral and chiral alcohols to carbonyl compounds without epimerization and no formation of ...