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dc.contributor.authorZhu, Bo
dc.contributor.authorYan, Lin
dc.contributor.authorPan, Yuanhang
dc.contributor.authorLee, Richmond
dc.contributor.authorLiu, Hongjun
dc.contributor.authorHan, Zhiqiang
dc.contributor.authorHuang, Kuo-Wei
dc.contributor.authorTan, Choonhong
dc.contributor.authorJiang, Zhiyong
dc.date.accessioned2015-08-03T09:32:17Z
dc.date.available2015-08-03T09:32:17Z
dc.date.issued2011-08-19
dc.identifier.citationZhu, B., Yan, L., Pan, Y., Lee, R., Liu, H., Han, Z., … Jiang, Z. (2011). Lewis Base Catalyzed Enantioselective Allylic Hydroxylation of Morita–Baylis–Hillman Carbonates with Water. The Journal of Organic Chemistry, 76(16), 6894–6900. doi:10.1021/jo201096e
dc.identifier.issn00223263
dc.identifier.pmid21751799
dc.identifier.doi10.1021/jo201096e
dc.identifier.urihttp://hdl.handle.net/10754/561844
dc.description.abstractA Lewis base catalyzed allylic hydroxylation of Morita-Baylis-Hillman (MBH) carbonates has been developed. Various chiral MBH alcohols can be synthesized in high yields (up to 99%) and excellent enantioselectivities (up to 94% ee). This is the first report using water as a nucleophile in asymmetric organocatalysis. The nucleophilic role of water has been verified using 18O-labeling experiments. © 2011 American Chemical Society.
dc.description.sponsorshipFinancial support from the National Natural Science Foundation of China (21072044 to Z.J.), Excellent Youth Foundation of Henan Scientific Committee (114100510003 to Z.J.), International Cooperation Foundation of Henan Province (104300510062 to Z.J. and C.-H.T.), and ARE Grants (R-143-000-337-112 and R-143-000-342-112 to C.H.T.) is greatly appreciated.
dc.publisherAmerican Chemical Society (ACS)
dc.titleLewis base catalyzed enantioselective allylic hydroxylation of Morita-Baylis-Hillman carbonates with water
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.journalThe Journal of Organic Chemistry
dc.contributor.institutionKey Laboratory of Natural Medicine and Immuno-Engineering of Henan Province, Henan University, Kaifeng, Henan 475004, China
dc.contributor.institutionDepartment of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543, Singapore
kaust.personLee, Richmond
kaust.personHuang, Kuo-Wei


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