Matches in SemOpenAlex for { <https://semopenalex.org/work/W2769697414> ?p ?o ?g. }
- W2769697414 abstract "Abstract Optically active spirocyclic compounds play an important role in drug discovery, and new synthetic strategies for the efficient generation of spiro stereocenters are in much demand. Here we report a catalytic enantioselective cycloaddition using spirocyclic donor–acceptor cyclopropanes as a promising approach for the generation of spiro stereocenters. A diastereo- and enantioselective [3 + 3] cycloaddition of spirocyclopropyl oxindoles with both aldonitrones and ketonitrones is developed. The key to reaction development is the activation of spirocyclopropyl oxindoles by a suitable electron-withdrawing N -protecting group. This activation approach offers the promise of a general solution to enable spirocyclopropyl oxindoles as synthons for catalytic enantioselective synthesis of spirocyclic oxindoles featuring a C3 spiro stereocenter, a prominent structural motif in drugs and pharmaceutically active compounds. This protocol also constitutes the catalytic enantioselective reaction using unactivated achiral ketonitrones to construct tetrasubstituted carbon stereocenters." @default.
- W2769697414 created "2017-12-04" @default.
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- W2769697414 date "2017-11-20" @default.
- W2769697414 modified "2023-10-03" @default.
- W2769697414 title "Diastereo- and enantioselective [3 + 3] cycloaddition of spirocyclopropyl oxindoles using both aldonitrones and ketonitrones" @default.
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- W2769697414 doi "https://doi.org/10.1038/s41467-017-01451-1" @default.
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- W2769697414 hasPublicationYear "2017" @default.
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