Please use this identifier to cite or link to this item: https://hdl.handle.net/10356/101214
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
Jing, Zhengzhong
Chin, Kek Foo
Qiao, Baokun
Zhao, Yan
Yan, Lin
Tan, Choon-Hong
Jiang, Zhiyong
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
http://hdl.handle.net/10220/19802
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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