Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 14, Pages 3782-3786Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201713422
Keywords
cyclopropanes; diols; hypervalent iodine; oxygenation; sulfonamides
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Funding
- RGC General Research Fund of HKSAR [CUHK 14304417]
- Faculty Strategic Fund for Research from the Faculty of Science of the Chinese University of Hong Kong
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A facile and effective system has been developed for the regio- and chemoselective ring-opening/electrophilic functionalization of cyclopropanes through C-C bond activation by [bis(trifluoroacetoxy)iodo]benzene with the aid of the Lewis basic promoter p-toluenesulfonamide. The p-toluenesulfonamide-promoted system works well for a wide range of cyclopropanes, resulting in the formation of 1,3-diol products in good yields and regioselectivity.
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