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

doi:10.1055/s-1997-5779

Synlett 1997; 1997(7): 801-802
DOI: 10.1055/s-1997-5779

letter

© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

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

Abstract

PDF Download All articles of this category

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

PDF (207 kb)