4.6 Article

Copper-Catalyzed Trifluoromethylation of Trisubstituted Allylic and Homoallylic Alcohols

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 21, Issue 18, Pages 6700-6703

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201406627

Keywords

(homo)allylic alcohols; branched products; copper; radical reactions; trifluoromethylation

Funding

  1. National Science Foundation of China [21202168, 21472190]

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An efficient copper-catalyzed trifluoromethylation of trisubstituted allylic and homoallylic alcohols with Togni's reagent has been developed. This strategy, accompanied by a double-bond migration, leads to various branched CF3-substituted alcohols by using readily available trisubstituted cyclic/acyclic alcohols as substrates. Moreover, for alcohols in which beta-H elimination is prohibited, CF3-containing oxetanes are isolated as the sole product.

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