Anaerobic nitroxide-catalyzed oxidation of alcohols using the NO+/NO· redox pair
M Holan, U Jahn
Index: Holan, Martin; Jahn, Ullrich Organic Letters, 2014 , vol. 16, # 1 p. 58 - 61
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Citation Number: 18
Abstract
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 ...
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