Phthalimide-based-SSCF3 reagent for enantioselective dithiotrifluoromethylation

An electrophilic phthalimide-based-SSCF3 reagent was designed and prepared for straightforward SSCF3 incorporation of diverse β-keto esters in natural products, pharmaceuticals and biological molecules. The asymmetric dithiotrifluoromethylation was achieved with a good to excellent enantioselectivit...

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Bibliographic Details
Published in:Organic chemistry frontiers an international journal of organic chemistry 2021-01, Vol.8 (6), p.1275-1279
Main Authors: Wen-Chao, Gao, Liu, Jianrong, Jiang, Xuefeng
Format: Article
Language:eng ; jpn
Subjects:
Ammonium
Catalysts
Crystallography
Enantiomers
Esters
Hydrogen bonding
Natural products
Organic chemistry
Phthalimide
Reagents
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Summary:An electrophilic phthalimide-based-SSCF3 reagent was designed and prepared for straightforward SSCF3 incorporation of diverse β-keto esters in natural products, pharmaceuticals and biological molecules. The asymmetric dithiotrifluoromethylation was achieved with a good to excellent enantioselectivity, catalyzed by a cinchona-alkaloid-based catalyst (DHQD)2PHAL via an ammonium-hydrogen-bonded induction mode.
ISSN:2052-4110
2052-4110
DOI:10.1039/d1qo00001b