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Iodine(III)-mediated halogenations of acyclic monoterpenoids.

ABSTRACT: 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.

SUBMITTER: Peilleron L

PROVIDER: S-EPMC6009204 | biostudies-literature | 2018

REPOSITORIES: biostudies-literature

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Iodine(III)-mediated halogenations of acyclic monoterpenoids.

Peilleron Laure L Grayfer Tatyana D TD Dubois Joëlle J Dodd Robert H RH Cariou Kevin K

Beilstein journal of organic chemistry 20180518

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. ...[more]

PMID: 29977382

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