ArticleBeilstein journal of organic chemistry2020
NHC-catalyzed enantioselective synthesis of β-trifluoromethyl-β-hydroxyamides.
Article in Beilstein journal of organic chemistry, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.
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3 citing papers in PubMed.
- α-Phenylthioaldehydes for the effective generation of acyl azolium and azolium enolate intermediates.Chemical science · 2024Article
- De-epimerizing DyKAT of β-lactones generated by isothiourea-catalysed enantioselective [2 + 2] cycloaddition.Chemical science · 2024Article
- A Desilylative Approach to Alkyl Substituted C(1)-Ammonium Enolates: Application in Enantioselective [2+2] Cycloadditions.Angewandte Chemie (International ed. in English) · 2022Article
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4 authors.
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Abstract
The N-heterocyclic carbene (NHC)-catalyzed formal [2 + 2] cycloaddition between α-aroyloxyaldehydes and trifluoroacetophenones, followed by ring opening with an amine or a reducing agent is described. The resulting β-trifluoromethyl-β-hydroxyamide and alcohol products are produced with reasonable diastereocontrol (typically ≈70:30 dr) and excellent enantioselectivity, and they can be isolated in moderate to good yield as a single diastereoisomer.
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