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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...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2022
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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. |
format | Online Article Text |
id | pubmed-8848984 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT taoxiangzhang radicalboronmigrationofallylboronicesters AT nishengyang radicalboronmigrationofallylboronicesters AT konglingyu radicalboronmigrationofallylboronicesters AT wangyi radicalboronmigrationofallylboronicesters AT panyi radicalboronmigrationofallylboronicesters |