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- W2946842009 endingPage "9320" @default.
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- W2946842009 abstract "Quaternary carbon stereocenters are common structural motifs in organic synthesis. The construction of these stereocenters in a catalytic and enantioselective manner remains a prominent synthetic challenge. In particular, methods for the synthesis of alkyne-substituted quaternary carbon stereocenters are very rare. Previous catalytic systems for hydroalkynylation of alkenes create tertiary stereocenters. We describe here an iridium catalyzed asymmetric hydroalkynylation of nonactivated trisubstituted alkene. The hydroalkynylation of β,γ-unsaturated amides occurs with high regio- and enantioselectivities to afford alkyne-substituted acyclic quaternary carbon stereocenters. Computational and experimental data suggest that the enantioselectivity is not only determined by the facial selectivity of the alkene but also by an alkene isomerization process. This strategy provides an efficient method to access alkyne-substituted acyclic quaternary carbon stereocenters with minimally functionalized starting materials." @default.
- W2946842009 created "2019-06-07" @default.
- W2946842009 creator A5008663016 @default.
- W2946842009 creator A5049907847 @default.
- W2946842009 date "2019-05-22" @default.
- W2946842009 modified "2023-10-16" @default.
- W2946842009 title "Construction of Acyclic Quaternary Carbon Stereocenters by Catalytic Asymmetric Hydroalkynylation of Unactivated Alkenes" @default.
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- W2946842009 doi "https://doi.org/10.1021/jacs.9b03027" @default.