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dc.contributor.authorYang, Limin
dc.contributor.authorWang, Fei
dc.contributor.authorLee, Richmond
dc.contributor.authorLv, Yunbo
dc.contributor.authorHuang, Kuo-Wei
dc.contributor.authorZhong, Guofu
dc.date.accessioned2015-08-03T12:06:09Z
dc.date.available2015-08-03T12:06:09Z
dc.date.issued2014-07-02
dc.identifier.issn15237060
dc.identifier.pmid24987938
dc.identifier.doi10.1021/ol501424f
dc.identifier.urihttp://hdl.handle.net/10754/563681
dc.description.abstractA facile N-heterocyclic carbene catalytic enantioselective aza-Diels-Alder reaction of oxodiazenes with α-chloroaldehydes as dienophile precursors is reported, with excellent enantioselectivity (ee > 99%) and excellent yield (up to 93%). DFT study showed that cis-TSa, formed from a top face approach of oxodiazene to cis-IIa, is the most favorable transition state and is consistent with the experimental observations. © 2014 American Chemical Society.
dc.description.sponsorshipWe thank the NSFC (21302032 and 21373073) and the PCSIRT (IRT 1231) for financial support. G.Z. appreciates a QjanJiang Scholar from Zhejiang Province in China.
dc.publisherAmerican Chemical Society (ACS)
dc.titleAsymmetric NHC-catalyzed aza-Diels-Alder reactions: Highly enantioselective route to α-amino acid derivatives and DFT calculations
dc.typeArticle
dc.contributor.departmentBiological and Environmental Sciences and Engineering (BESE) Division
dc.contributor.departmentChemical Science Program
dc.contributor.departmentHomogeneous Catalysis Laboratory (HCL)
dc.contributor.departmentKAUST Catalysis Center (KCC)
dc.contributor.departmentPhysical Science and Engineering (PSE) Division
dc.identifier.journalOrganic Letters
dc.contributor.institutionCollege of Materials, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 310036, China
dc.contributor.institutionDivision of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, Singapore 637371, Singapore
kaust.personLee, Richmond
kaust.personHuang, Kuo-Wei
kaust.personYang, Limin
dc.relation.issupplementedbyDOI:10.5517/ccyl49y
display.relations<b> Is Supplemented By:</b> <br/> <ul><li><i>[Dataset]</i> <br/> Yang, L., Wang, F., Lee, R., Lv, Y., Huang, K.-W., & Zhong, G. (2014). CCDC 881370: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/ccyl49y. DOI: <a href="https://doi.org/10.5517/ccyl49y">10.5517/ccyl49y</a> HANDLE: <a href="http://hdl.handle.net/10754/624714">10754/624714</a></li></ul>
dc.date.published-online2014-07-02
dc.date.published-print2014-08


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