13. Alcohols and Carbonyl Compounds
Oxidizing Agent
4:48 minutes
Problem 11c
Textbook Question
Textbook QuestionUnder normal circumstances, tertiary alcohols are not oxidized. However, when the tertiary alcohol is allylic, it can undergo a migration of the double bond (called an allylic shift) and subsequent oxidation of the alcohol. A particularly effective reagent for this reaction is Bobbitt's reagent, similar to TEMPO used in many oxidations. (M. Shibuya et al., J. Org. Chem., 2008, 73, 4750.) <
of reaction> Show the expected product when each of these 3° allylic alcohols is oxidized by Bobbitt's reagent (a) (b)Verified Solution
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