Enantioselective cyanation via radical-mediated C–C single bond cleavage for synthesis of chiral dinitriles

Ring-opening reaction via selective cleavage of C–C bond is a powerful strategy to increase molecular complexity. Here the authors present the facile synthesis of chiral 1,5- and 1,6-dinitriles via the radical-mediated ring-opening and enantioselective cyanation of cycloketone oxime esters.

Bibliographic Details
Main Authors: Tao Wang, Yi-Ning Wang, Rui Wang, Bo-Chao Zhang, Chi Yang, Yan-Lin Li, Xi-Sheng Wang
Format: Article
Language:English
Published: Nature Portfolio 2019-11-01
Series:Nature Communications
Online Access:https://doi.org/10.1038/s41467-019-13369-x
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author Tao Wang
Yi-Ning Wang
Rui Wang
Bo-Chao Zhang
Chi Yang
Yan-Lin Li
Xi-Sheng Wang
author_facet Tao Wang
Yi-Ning Wang
Rui Wang
Bo-Chao Zhang
Chi Yang
Yan-Lin Li
Xi-Sheng Wang
author_sort Tao Wang
collection DOAJ
description Ring-opening reaction via selective cleavage of C–C bond is a powerful strategy to increase molecular complexity. Here the authors present the facile synthesis of chiral 1,5- and 1,6-dinitriles via the radical-mediated ring-opening and enantioselective cyanation of cycloketone oxime esters.
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spelling doaj.art-b82b8cd2c3604c3785954d336db962f02022-12-21T19:33:14ZengNature PortfolioNature Communications2041-17232019-11-011011910.1038/s41467-019-13369-xEnantioselective cyanation via radical-mediated C–C single bond cleavage for synthesis of chiral dinitrilesTao Wang0Yi-Ning Wang1Rui Wang2Bo-Chao Zhang3Chi Yang4Yan-Lin Li5Xi-Sheng Wang6Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, Center for Excellence in Molecular Synthesis of CAS, University of Science and Technology of ChinaHefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, Center for Excellence in Molecular Synthesis of CAS, University of Science and Technology of ChinaHefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, Center for Excellence in Molecular Synthesis of CAS, University of Science and Technology of ChinaHefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, Center for Excellence in Molecular Synthesis of CAS, University of Science and Technology of ChinaHefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, Center for Excellence in Molecular Synthesis of CAS, University of Science and Technology of ChinaHefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, Center for Excellence in Molecular Synthesis of CAS, University of Science and Technology of ChinaHefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, Center for Excellence in Molecular Synthesis of CAS, University of Science and Technology of ChinaRing-opening reaction via selective cleavage of C–C bond is a powerful strategy to increase molecular complexity. Here the authors present the facile synthesis of chiral 1,5- and 1,6-dinitriles via the radical-mediated ring-opening and enantioselective cyanation of cycloketone oxime esters.https://doi.org/10.1038/s41467-019-13369-x
spellingShingle Tao Wang
Yi-Ning Wang
Rui Wang
Bo-Chao Zhang
Chi Yang
Yan-Lin Li
Xi-Sheng Wang
Enantioselective cyanation via radical-mediated C–C single bond cleavage for synthesis of chiral dinitriles
Nature Communications
title Enantioselective cyanation via radical-mediated C–C single bond cleavage for synthesis of chiral dinitriles
title_full Enantioselective cyanation via radical-mediated C–C single bond cleavage for synthesis of chiral dinitriles
title_fullStr Enantioselective cyanation via radical-mediated C–C single bond cleavage for synthesis of chiral dinitriles
title_full_unstemmed Enantioselective cyanation via radical-mediated C–C single bond cleavage for synthesis of chiral dinitriles
title_short Enantioselective cyanation via radical-mediated C–C single bond cleavage for synthesis of chiral dinitriles
title_sort enantioselective cyanation via radical mediated c c single bond cleavage for synthesis of chiral dinitriles
url https://doi.org/10.1038/s41467-019-13369-x
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