Practical access to axially chiral sulfonamides and biaryl amino phenols via organocatalytic atroposelective N-alkylation

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dc.citation.articleNumber3061en_US
dc.citation.journalTitleNature Communicationsen_US
dc.citation.volumeNumber10en_US
dc.contributor.authorLu, Shencien_US
dc.contributor.authorNg, Shawn Voon Hweeen_US
dc.contributor.authorLovato, Kaitlynen_US
dc.contributor.authorOng, Jun-Yangen_US
dc.contributor.authorPoh, Si Beien_US
dc.contributor.authorNg, Xiao Qianen_US
dc.contributor.authorKürti, Lászlóen_US
dc.contributor.authorZhao, Yuen_US
dc.date.accessioned2019-08-28T17:01:31Zen_US
dc.date.available2019-08-28T17:01:31Zen_US
dc.date.issued2019en_US
dc.description.abstractThe importance of axial chirality in enantioselective synthesis has been widely recognized for decades. The practical access to certain structures such as biaryl amino phenols known as NOBINs in enantiopure form, however, still remains a challenge. In drug delivery, the incorporation of axially chiral molecules in systematic screening has also received a great deal of interest in recent years, which calls for innovation and practical synthesis of structurally different axially chiral entities. Herein we present an operationally simple catalytic N-alkylation of sulfonamides using commercially available chiral amine catalysts to deliver two important classes of axially chiral compounds: structurally diverse NOBIN analogs as well as axially chiral N-aryl sulfonamides in excellent enantiopurity. Structurally related chiral sulfonamide has shown great potential in drug molecules but enantioselective synthesis of them has never been accomplished before. The practical catalytic procedures of our methods also bode well for their wide application in enantioselective synthesis.en_US
dc.identifier.citationLu, Shenci, Ng, Shawn Voon Hwee, Lovato, Kaitlyn, et al.. "Practical access to axially chiral sulfonamides and biaryl amino phenols via organocatalytic atroposelective N-alkylation." <i>Nature Communications,</i> 10, (2019) Springer Nature: https://doi.org/10.1038/s41467-019-10940-4.en_US
dc.identifier.doihttps://doi.org/10.1038/s41467-019-10940-4en_US
dc.identifier.urihttps://hdl.handle.net/1911/107378en_US
dc.language.isoengen_US
dc.publisherSpringer Natureen_US
dc.rightsThis article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. en_US
dc.rights.urihttps://creativecommons.org/licenses/by/4.0/en_US
dc.titlePractical access to axially chiral sulfonamides and biaryl amino phenols via organocatalytic atroposelective N-alkylationen_US
dc.typeJournal articleen_US
dc.type.dcmiTexten_US
dc.type.publicationpublisher versionen_US
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