Matches in SemOpenAlex for { <https://semopenalex.org/work/W2801435880> ?p ?o ?g. }
- W2801435880 abstract "Abstract Ynones are a unique class of structural motifs that show remarkable chemical versatility. Chiral ynones, particularly those possessing an α-stereogenic center, are highly attractive templates for structural diversification. So far, only very limited examples have been reported for asymmetric α-functionalization of ynones. Asymmetric double α-functionalization of ynones remains elusive. Here we describe a streamlined strategy for asymmetric α-difunctionalization of ynones. We developed a gold-catalyzed multicomponent condensation reaction from a simple ynone, an amine, and an electrophilic alkynylating reagent to generate a 1,2-dialkynyl enamine, a key stable and isolable intermediate. This intermediate can undergo asymmetric fluorination catalyzed by a chiral phosphoric acid derivative. Chiral ynones with an α-quaternary carbon and containing a fluorine and an alkyne can be synthesized in high yield and high ee. The synthetic utility of this method is demonstrated by the synthesis of enantioenriched tri(hetero)arylmethyl fluorides." @default.
- W2801435880 created "2018-05-17" @default.
- W2801435880 creator A5017985439 @default.
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- W2801435880 date "2018-01-25" @default.
- W2801435880 modified "2023-10-13" @default.
- W2801435880 title "Streamlined asymmetric α-difunctionalization of ynones" @default.
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- W2801435880 doi "https://doi.org/10.1038/s41467-017-02801-9" @default.
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