Stereoselective hydrogen atom transfer to acyclic radicals: a switch enabling diastereodivergent borylative radical cascades
Stereochemical control of acyclic carbon radical intermediates remains a challenge, due to the difficulty in differentiation between the two faces of the planar species. Here the authors show diastereodivergent hydrogen atom transfer to acyclic carbon radicals via control of N-heterocyclic carbene–b...
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Format: | Article |
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Nature Portfolio
2022-01-01
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Series: | Nature Communications |
Online Access: | https://doi.org/10.1038/s41467-022-28071-8 |
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author | Tian Ye Feng-Lian Zhang Hui-Min Xia Xi Zhou Zhi-Xiang Yu Yi-Feng Wang |
author_facet | Tian Ye Feng-Lian Zhang Hui-Min Xia Xi Zhou Zhi-Xiang Yu Yi-Feng Wang |
author_sort | Tian Ye |
collection | DOAJ |
description | Stereochemical control of acyclic carbon radical intermediates remains a challenge, due to the difficulty in differentiation between the two faces of the planar species. Here the authors show diastereodivergent hydrogen atom transfer to acyclic carbon radicals via control of N-heterocyclic carbene–borane reagents with either a thiol catalyst or a Lewis acid. |
first_indexed | 2024-12-13T13:49:25Z |
format | Article |
id | doaj.art-b7add9506ee644c2af1e4b561f00c109 |
institution | Directory Open Access Journal |
issn | 2041-1723 |
language | English |
last_indexed | 2024-12-13T13:49:25Z |
publishDate | 2022-01-01 |
publisher | Nature Portfolio |
record_format | Article |
series | Nature Communications |
spelling | doaj.art-b7add9506ee644c2af1e4b561f00c1092022-12-21T23:43:16ZengNature PortfolioNature Communications2041-17232022-01-0113111210.1038/s41467-022-28071-8Stereoselective hydrogen atom transfer to acyclic radicals: a switch enabling diastereodivergent borylative radical cascadesTian Ye0Feng-Lian Zhang1Hui-Min Xia2Xi Zhou3Zhi-Xiang Yu4Yi-Feng Wang5Department of Chemistry, University of Science and Technology of ChinaDepartment of Chemistry, University of Science and Technology of ChinaDepartment of Chemistry, University of Science and Technology of ChinaDepartment of Chemistry, University of Science and Technology of ChinaBeijing National Laboratory for Molecular Sciences (BNLMS), Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking UniversityDepartment of Chemistry, University of Science and Technology of ChinaStereochemical control of acyclic carbon radical intermediates remains a challenge, due to the difficulty in differentiation between the two faces of the planar species. Here the authors show diastereodivergent hydrogen atom transfer to acyclic carbon radicals via control of N-heterocyclic carbene–borane reagents with either a thiol catalyst or a Lewis acid.https://doi.org/10.1038/s41467-022-28071-8 |
spellingShingle | Tian Ye Feng-Lian Zhang Hui-Min Xia Xi Zhou Zhi-Xiang Yu Yi-Feng Wang Stereoselective hydrogen atom transfer to acyclic radicals: a switch enabling diastereodivergent borylative radical cascades Nature Communications |
title | Stereoselective hydrogen atom transfer to acyclic radicals: a switch enabling diastereodivergent borylative radical cascades |
title_full | Stereoselective hydrogen atom transfer to acyclic radicals: a switch enabling diastereodivergent borylative radical cascades |
title_fullStr | Stereoselective hydrogen atom transfer to acyclic radicals: a switch enabling diastereodivergent borylative radical cascades |
title_full_unstemmed | Stereoselective hydrogen atom transfer to acyclic radicals: a switch enabling diastereodivergent borylative radical cascades |
title_short | Stereoselective hydrogen atom transfer to acyclic radicals: a switch enabling diastereodivergent borylative radical cascades |
title_sort | stereoselective hydrogen atom transfer to acyclic radicals a switch enabling diastereodivergent borylative radical cascades |
url | https://doi.org/10.1038/s41467-022-28071-8 |
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