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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 (free Supporting Information)


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