Please use this identifier to cite or link to this item: https://hdl.handle.net/10356/88490
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dc.contributor.authorChen, Xingkuanen
dc.contributor.authorSong, Runjiangen
dc.contributor.authorLiu, Yingguoen
dc.contributor.authorOoi, Chong Yihen
dc.contributor.authorJin, Zhichaoen
dc.contributor.authorZhu, Tingshunen
dc.contributor.authorWang, Honglingen
dc.contributor.authorHao, Linen
dc.contributor.authorChi, Robin Yongguien
dc.date.accessioned2018-04-09T08:03:30Zen
dc.date.accessioned2019-12-06T17:04:24Z-
dc.date.available2018-04-09T08:03:30Zen
dc.date.available2019-12-06T17:04:24Z-
dc.date.copyright2017en
dc.date.issued2017en
dc.identifier.citationChen, X., Song, R., Liu, Y., Ooi, C. Y., Jin, Z., Zhu, T., et al. (2017). Carbene and Acid Cooperative Catalytic Reactions of Aldehydes and o-Hydroxybenzhydryl Amines for Highly Enantioselective Access to Dihydrocoumarins. Organic Letters, 19(21), 5892-5895.en
dc.identifier.issn1523-7060en
dc.identifier.urihttps://hdl.handle.net/10356/88490-
dc.description.abstractA highly enantioselective method for quick access to dihydrocoumarins is reported. The reaction involves a cooperative catalytic process with carbene and in situ generated Brønsted acid as the catalysts. α-Chloro aldehyde and readily available and stable o-hydroxybenzhydryl amine substrates were used to generate reactive azolium ester enolate and ortho-quinone methide (o-QM) intermediates, respectively, to form dihydrocoumarins with exceptionally high diastereo- and enantioselectivities. The catalytic reaction products can be easily transformed to valuable pharmaceuticals and bioactive molecules.en
dc.description.sponsorshipNRF (Natl Research Foundation, S’pore)en
dc.description.sponsorshipASTAR (Agency for Sci., Tech. and Research, S’pore)en
dc.description.sponsorshipMOE (Min. of Education, S’pore)en
dc.format.extent6 p.en
dc.language.isoenen
dc.relation.ispartofseriesOrganic Lettersen
dc.rights© 2017 American Chemical Society (ACS). This is the author created version of a work that has been peer reviewed and accepted for publication by Organic Letters, American Chemical Society (ACS). It incorporates referee’s comments but changes resulting from the publishing process, such as copyediting, structural formatting, may not be reflected in this document. The published version is available at: [http://dx.doi.org/10.1021/acs.orglett.7b02883].en
dc.subjectDihydrocoumarinsen
dc.subjectEnantioselectiveen
dc.titleCarbene and Acid Cooperative Catalytic Reactions of Aldehydes and o-Hydroxybenzhydryl Amines for Highly Enantioselective Access to Dihydrocoumarinsen
dc.typeJournal Articleen
dc.contributor.schoolSchool of Physical and Mathematical Sciencesen
dc.identifier.doi10.1021/acs.orglett.7b02883en
dc.description.versionAccepted versionen
dc.identifier.rims205161en
item.grantfulltextopen-
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