Journal
ORGANIC LETTERS
Volume 23, Issue 7, Pages 2443-2448Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c00329
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Funding
- National Natural Science Foundation of China [21772085, 21971107, 22071101]
- Fundamental Research Funds for the Central Universities [020514380220, 020514380131, 020514913412, 020514913214]
- Natural Science Foundation of Jiangsu Province [BK20200610]
- Postdoctoral Science Foundation of China [2019M661720]
- Jiangsu Provincial Key Laboratory of Photonic and Electronic Materials at Nanjing University
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The asymmetric introduction of the CF3 unit can modify pharmacokinetic properties and slow metabolic degradation in medicinal chemistry. Computational studies show that the choice of ligand in a designed palladium-complex system regulates the regioselectivity and stereoselectivity of the asymmetric allylic alkylation of alpha-CF3 ketones and Morita-Baylis-Hillman adducts.
The asymmetric introduction of the CF3 unit is a powerful tool for modifying pharmacokinetic properties and slowing metabolic degradation in medicinal chemistry. A catalytic and enantioselective addition of alpha-CF3 enolates allows for expeditious access to functionalized chiral building blocks with CF3-containing stereogenicity. The computational studies reveal that the choice of ligand in a designed palladium-complex system regulates the regioselectivity and stereoselectivity of the asymmetric allylic alkyation of alpha-CF3 ketones and Morita-Baylis-Hillman adducts.
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