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Synlett 1997; 1997(7): 801-802
DOI: 10.1055/s-1997-5779
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Conversion of Alkyl Halides into Alcohols Using a Near Stoichiometric Amount of Molecular Oxygen: An Efficient Route to 18O- and 17O-Labeled Alcohols

Masaya Sawamura, Yasuhide Kawaguchi, Eiichi Nakamura*
  • *Department of Chemistry, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113, Japan
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Publication Date:
31 December 2000 (online)

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In the presence of near stoichiometric amount of molecular oxygen, various alkyl halides were converted to the corresponding alcohols in high yields through aerobic radical reaction promoted by a Bu2(t-Bu)SnCl/NaBH3CN catalytic system. Isotope-labeled alcohols were prepared with 18O2 and 17O2 without loss of the isotopic purities of the starting oxygen gases.

molecular oxygen - isotope-labeled alcohol - radical reaction - trialkyltin chloride - aerobic reaction