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Iodine as a Chemoselective Reoxidant of TEMPO: Application to the Oxidation of Alcohols to Aldehydes and Ketones

Ross A. Miller* and R. Scott Hoerrner

*Merck Research Laboratories, P.O. Box 2000, Rahway, New Jersey 07065, Email: ross_millermerck.com

R. A. Miller, R. S. Hoerrner, Org. Lett., 2003, 5, 285-287.

DOI: 10.1021/ol0272444


Abstract

Iodine was compared to other positive halogens as terminal oxidant in chemoselective oxidations of alcohols using catalytic TEMPO and was shown to be superior in cases of electron-rich and heteroaromatic benzylic alcohols.


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Key Words

TEMPO, Iodine, Oxidation of Alcohols


Schlüsselworte

TEMPO, Oxidation


ID: J54-Y2003-300