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Beilstein J. Org. Chem. 2018, 14, 1103–1111, doi:10.3762/bjoc.14.96
Graphical Abstract
Figure 1: Halogenated terpenoids from natural sources.
Scheme 1: Previously developed bromo-functionalizations of polyprenoids using iodine(III) reagents.
Figure 2: Selected monoterpenoids used in this study.
Scheme 2: Dibromination of acyclic monoterpenoids.
Scheme 3: Bromo(trifluoro)acetoxylation of acyclic monoterpenoids.
Scheme 4: Bromohydroxylation of acyclic monoterpenoids.
Scheme 5: Iodo(trifluoro)acetoxylation of acyclic monoterpenoids.
Scheme 6: Chlorination of acyclic monoterpenoids.
Scheme 7: General mechanism proposal for the formation of 2–6 and control experiments.