Iron-Catalyzed Aerobic Oxidation of Allylic Alcohols: The Issue of C=C Bond Isomerization

Jinxian Liu and Shengming Ma*

*State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, P. R. China, Email: masmsioc.ac.cn

J. Liu, S. Ma, Org. Lett., 2013, 15, 5150-5153.

DOI: 10.1021/ol402434x

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Abstract

An eco-friendly and mild aerobic oxidation of allylic alcohols using Fe(NO₃)₃·9H₂O/TEMPO/NaCl as catalysts under atmospheric pressure of oxygen at room temperature provides a convenient pathway to the synthesis of stereodefined α,β-unsaturated enals or enones with the retention of the double-bond configuration.

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Key Words

Enones, TEMPO, oxygen

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ID: J54-Y2013