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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Autores principales: Peilleron, Laure, Grayfer, Tatyana D, Dubois, Joëlle, Dodd, Robert H, Cariou, Kevin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2018
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6009204/
https://www.ncbi.nlm.nih.gov/pubmed/29977382
http://dx.doi.org/10.3762/bjoc.14.96
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author Peilleron, Laure
Grayfer, Tatyana D
Dubois, Joëlle
Dodd, Robert H
Cariou, Kevin
author_facet Peilleron, Laure
Grayfer, Tatyana D
Dubois, Joëlle
Dodd, Robert H
Cariou, Kevin
author_sort Peilleron, Laure
collection PubMed
description 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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spelling pubmed-60092042018-07-05 Iodine(III)-mediated halogenations of acyclic monoterpenoids Peilleron, Laure Grayfer, Tatyana D Dubois, Joëlle Dodd, Robert H Cariou, Kevin Beilstein J Org Chem Full Research Paper 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. Beilstein-Institut 2018-05-18 /pmc/articles/PMC6009204/ /pubmed/29977382 http://dx.doi.org/10.3762/bjoc.14.96 Text en Copyright © 2018, Peilleron et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Peilleron, Laure
Grayfer, Tatyana D
Dubois, Joëlle
Dodd, Robert H
Cariou, Kevin
Iodine(III)-mediated halogenations of acyclic monoterpenoids
title Iodine(III)-mediated halogenations of acyclic monoterpenoids
title_full Iodine(III)-mediated halogenations of acyclic monoterpenoids
title_fullStr Iodine(III)-mediated halogenations of acyclic monoterpenoids
title_full_unstemmed Iodine(III)-mediated halogenations of acyclic monoterpenoids
title_short Iodine(III)-mediated halogenations of acyclic monoterpenoids
title_sort iodine(iii)-mediated halogenations of acyclic monoterpenoids
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6009204/
https://www.ncbi.nlm.nih.gov/pubmed/29977382
http://dx.doi.org/10.3762/bjoc.14.96
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