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Radical boron migration of allylboronic esters

A photocatalyzed 1,3-boron shift of allylboronic esters is reported. The boron atom migration through the allylic carbon skeleton proceeds via consecutive 1,2-boron migrations and Smiles-type rearrangement to furnish a variety of terminally functionalized alkyl boronates. Several types of migrating...

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Autores principales: Tao, Xiangzhang, Ni, Shengyang, Kong, Lingyu, Wang, Yi, Pan, Yi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8848984/
https://www.ncbi.nlm.nih.gov/pubmed/35308850
http://dx.doi.org/10.1039/d1sc06760e
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author Tao, Xiangzhang
Ni, Shengyang
Kong, Lingyu
Wang, Yi
Pan, Yi
author_facet Tao, Xiangzhang
Ni, Shengyang
Kong, Lingyu
Wang, Yi
Pan, Yi
author_sort Tao, Xiangzhang
collection PubMed
description A photocatalyzed 1,3-boron shift of allylboronic esters is reported. The boron atom migration through the allylic carbon skeleton proceeds via consecutive 1,2-boron migrations and Smiles-type rearrangement to furnish a variety of terminally functionalized alkyl boronates. Several types of migrating variations of heteronuclei radicals and dearomatization processes are also tolerated, allowing for further elaboration of highly functionalized boron-containing frameworks.
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spelling pubmed-88489842022-03-17 Radical boron migration of allylboronic esters Tao, Xiangzhang Ni, Shengyang Kong, Lingyu Wang, Yi Pan, Yi Chem Sci Chemistry A photocatalyzed 1,3-boron shift of allylboronic esters is reported. The boron atom migration through the allylic carbon skeleton proceeds via consecutive 1,2-boron migrations and Smiles-type rearrangement to furnish a variety of terminally functionalized alkyl boronates. Several types of migrating variations of heteronuclei radicals and dearomatization processes are also tolerated, allowing for further elaboration of highly functionalized boron-containing frameworks. The Royal Society of Chemistry 2022-01-17 /pmc/articles/PMC8848984/ /pubmed/35308850 http://dx.doi.org/10.1039/d1sc06760e Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Tao, Xiangzhang
Ni, Shengyang
Kong, Lingyu
Wang, Yi
Pan, Yi
Radical boron migration of allylboronic esters
title Radical boron migration of allylboronic esters
title_full Radical boron migration of allylboronic esters
title_fullStr Radical boron migration of allylboronic esters
title_full_unstemmed Radical boron migration of allylboronic esters
title_short Radical boron migration of allylboronic esters
title_sort radical boron migration of allylboronic esters
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8848984/
https://www.ncbi.nlm.nih.gov/pubmed/35308850
http://dx.doi.org/10.1039/d1sc06760e
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