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Synfacts 2019; 15(12): 1407
DOI: 10.1055/s-0039-1691255
Metals in Synthesis
© Georg Thieme Verlag Stuttgart · New York

Classic Oxidation of Alcohols Using Pyridinium Chlorochromate

Contributor(s):
Paul Knochel
,
Juri Skotnitzki
Corey EJ, Suggs JW. Harvard University, Cambridge, USA
Pyridinium Chlorochromate. An Efficient Reagent for Oxidation of Primary and Secondary Alcohols to Carronyl Compounds.

Tetrahedron Lett. 1975;
16: 2647-2650
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Further Information

Publication History

Publication Date:
18 November 2019 (online)

 
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Key words

chromium compounds - oxidation - alcohols - aldehydes - ketones

Significance

In 1975, Corey and Suggs developed the efficient oxidation of primary and secondary alcohols to the corresponding carbonyl compounds by treatment with pyridinium chlorochromate (PCC). The advantages of this method (also known as Corey–Suggs oxidation) are the simple procedure, efficiency, versatility and the prevention of over-oxidation. On the other hand, chromium(VI) compounds are toxic and must be handled with care.


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Comment

Interestingly, the authors reported the preparation of pulegone in one step from citronellol using two subsequent oxidations.


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