Journal
ORGANIC LETTERS
Volume 22, Issue 6, Pages 2437-2441Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c00646
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Funding
- Swiss National Science Foundation [P300P2-171434]
- Swiss National Science Foundation (SNF) [P300P2_171434] Funding Source: Swiss National Science Foundation (SNF)
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Enantioselective incorporation of trifluoromethyl (-CF3) and trifuoromethylthio (-SCF3) groups in small molecules is of high interest to modulate the potency and pharmacological properties of drug candidates. Herein, we report a Zn-ProPhenol catalyzed diastereo- and enantioselective Mannich addition of alpha-trifluoromethyl- and alpha-trifuoromethylthio-substituted ketones. This transformation uses cyclic and acyclic ketones and generates quaternary trifluoromethyl and tetrasubstituted trifuoromethylthio stereogenic centers in excellent yields and selectivities.
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