Thiourea-Catalyzed Enantioselective Fluorination of ss-Keto Esters

Bifunctional chiral thioureas have been successfully used as organocatalysts in enantioselective fluorinations of beta-keto esters. The corresponding products could be obtained with good to excellent enantioselectivity in high yields by using N-fluorobisbenzenesulphonimide (NFSI) as fluorination rea...

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Bibliographic Details
Published inAdvanced synthesis & catalysis Vol. 354; no. 2-3; pp. 515 - 526
Main Authors Xu, Junxing, Hu, Yulai, Huang, Danfeng, Wang, Ke-Hu, Xu, Changming, Niu, Teng
Format Journal Article
LanguageEnglish
Published WEINHEIM Wiley 01.02.2012
Subjects
Chemistry
Chemistry, Applied
Chemistry, Organic
Physical Sciences
Science & Technology
ASYMMETRIC FLUORINATION
ELECTROPHILIC FLUORINATION
ss-keto esters
CARBONYL-COMPOUNDS
asymmetric catalysis
organocatalysis
MEDICINAL CHEMISTRY
enantioselective fluorination
COMBINATIONS
STEREOSELECTIVE-SYNTHESIS
ALPHA-FLUORINATION
CONJUGATE ADDITION
TRIFLUOROMETHYLATION
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Summary:Bifunctional chiral thioureas have been successfully used as organocatalysts in enantioselective fluorinations of beta-keto esters. The corresponding products could be obtained with good to excellent enantioselectivity in high yields by using N-fluorobisbenzenesulphonimide (NFSI) as fluorination reagent.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201100660