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|Title:||Catalytic asymmetric conjugate addition of mercaptans to β-substituted-β-trifluoromethyl oxazolidinone enoates : access to chiral trifluoromethylated tertiary thioethers and thiols||Authors:||Chen, Wenchao
Chin, Kek Foo
|Keywords:||DRNTU::Science::Chemistry::Organic chemistry::Organic synthesis||Issue Date:||2014||Source:||Chen, W., Jing, Z., Chin, K. F., Qiao, B., Zhao, Y., Yan, L., et al. (2014). Catalytic Asymmetric Conjugate Addition of Mercaptans to β-Substituted-β-Trifluoromethyl Oxazolidinone Enoates: Access to Chiral Trifluoromethylated Tertiary Thioethers and Thiols. Advanced Synthesis & Catalysis, 356(6), 1292-1300.||Series/Report no.:||Advanced synthesis & catalysis||Abstract:||The first asymmetric conjugate addition of mercaptans to β-substituted-β-trifluoromethyl oxazolidinone enoates has been developed. The opposite enantiomers of adducts, containing a trifluoromethylated hetero-quaternary stereogenic centers, could be obtained by utilizing two pseudo-enantiomeric Cinchona alkaloid-derived tertiary amine/squaramides as catalysts. Potassium dihydrogen phosphate was found to accelerate the reaction rate without compromising the enantioselective excess. A variety of chiral trifluoromethylated tertiary thioethers and thiols were readily prepared with excellent enantioselectivity.||URI:||https://hdl.handle.net/10356/101214
|ISSN:||1615-4150||DOI:||http://dx.doi.org/10.1002/adsc.201301027||Rights:||© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.||Fulltext Permission:||none||Fulltext Availability:||No Fulltext|
|Appears in Collections:||SPMS Journal Articles|
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