Iodine(III)-mediated halogenations of acyclic monoterpenoids

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 ch...

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Bibliographic Details
Main Authors: Laure Peilleron, Tatyana D. Grayfer, Joëlle Dubois, Robert H. Dodd, Kevin Cariou
Format: Article
Language:English
Published: Beilstein-Institut 2018-05-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.14.96
Description
Summary: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.
ISSN:1860-5397