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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Veröffentlicht in:Beilstein journal of organic chemistry 2018-05, Vol.14 (1), p.1103-1111
Hauptverfasser: Peilleron, Laure, Grayfer, Tatyana D, Dubois, Joëlle, Dodd, Robert H, Cariou, Kevin
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Sprache:eng
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Zusammenfassung: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
2195-951X
1860-5397
DOI:10.3762/bjoc.14.96