Iodine(III)-mediated halogenations of acyclic monoterpenoids.

Beilstein J Org Chem

Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Université Paris-Sud, Université Paris-Saclay, Avenue de la Terrasse, 91198 Gif-sur-Yvette, France.

Published: May 2018

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Article 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.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6009204PMC
http://dx.doi.org/10.3762/bjoc.14.96DOI Listing

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