Beilstein Journal of Organic Chemistry (May 2018)

Iodine(III)-mediated halogenations of acyclic monoterpenoids

  • Laure Peilleron,
  • Tatyana D. Grayfer,
  • Joëlle Dubois,
  • Robert H. Dodd,
  • Kevin Cariou

DOI
https://doi.org/10.3762/bjoc.14.96
Journal volume & issue
Vol. 14, no. 1
pp. 1103 – 1111

Abstract

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Five different halofunctionalizations of acyclic monoterpenoids were performed using a combination of a hypervalent iodine(III) reagent and a halide salt. In this manner, the dibromination, the bromo(trifluoro)acetoxylation, the bromohydroxylation, the iodo(trifluoro)acetoxylation or the ene-type chlorination of the distal trisubstituted double bond occurred with excellent selectivity and moderate to good yields.

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