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Novel Tartrate-Based Guanidines for Enantioselective Fluorination of 1,3-Dicarbonyl and alpha-Cyano Carbonyl Compounds

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Indexed by: Journal Article

Date of Publication: 2014-01-01

Journal: AUSTRALIAN JOURNAL OF CHEMISTRY

Included Journals: Scopus、EI、SCIE

Volume: 67

Issue: 7

Page Number: 1115-1118

ISSN: 0004-9425

Abstract: A novel library of chiral guanidines featuring the tartaric acid skeleton is easily accessed with tunable steric and electronic properties. A guanidine molecule of this library with an incorporated 2,6-diisoaniline fragment was identified as a suitable promoter for the enantioselective fluorination of 1,3-dicarbonyl and alpha-cyano carbonyl compounds to furnish the fluorinated product with up to 84% ee and 99% yield using N-fluorobenzenesulfonimide (NFSI) as the fluorinating agent.

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