NHC-catalyzed enantioselective synthesis of β-trifluoromethyl-β-hydroxyamides
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The N-heterocyclic carbene (NHC) catalyzed formal [2+2] cycloaddition between α-aroyloxyaldehydes and trifluoroacetophenones, followed by ring-opening with an amine or reducing agent is described. The resulting β-hydroxy-β-trifluoromethyl amide and alcohol products are produced with reasonable diastereocontrol (typically ~70:30 dr) and excellent enantioselectivity, and can be isolated in moderate to good yield as a single diastereoisomer.
Davies , A , Greenhalgh , M D , Slawin , A M Z & Smith , A D 2020 , ' NHC-catalyzed enantioselective synthesis of β-trifluoromethyl-β-hydroxyamides ' , Beilstein Journal of Organic Chemistry , vol. 16 , pp. 1572-1578 . https://doi.org/10.3762/bjoc.16.129
Beilstein Journal of Organic Chemistry
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