Matches in SemOpenAlex for { <https://semopenalex.org/work/W1979146573> ?p ?o ?g. }
- W1979146573 endingPage "2218" @default.
- W1979146573 startingPage "2206" @default.
- W1979146573 abstract "The intramolecular Diels−Alder cycloaddition reaction (IMDAF) of several N-phenylsulfonylindolyl-substituted furanyl carbamates containing a tethered π-bond on the indole ring were examined as an approach to the iboga alkaloid catharanthine. Only in the case where the tethered π-bond contained two carbomethoxy groups did the [4 + 2]-cycloaddition occur. Push−pull dipoles generated from the Rh(II)-catalyzed reaction of diazo imides, on the other hand, undergo successful intramolecular 1,3-dipolar cycloaddition across both alkenyl and heteroaromatic π-bonds to provide novel pentacyclic compounds in good yield and in a stereocontrolled fashion. The facility of the cycloaddition was found to be critically dependent on conformational factors in the transition state. Ligand substitution in the rhodium(II) catalyst markedly altered the product ratio between [3 + 2]-cycloaddition and intramolecular C−H insertion. The variation in reactivity reflects the difference in electrophilicity between the various rhodium carbenoid intermediates. Intramolecular C−H insertion is enhanced with the more electrophilic carbene generated using Rh(II) perfluorobutyrate." @default.
- W1979146573 created "2016-06-24" @default.
- W1979146573 creator A5002580011 @default.
- W1979146573 creator A5009032111 @default.
- W1979146573 creator A5054661158 @default.
- W1979146573 creator A5066715069 @default.
- W1979146573 date "2005-02-18" @default.
- W1979146573 modified "2023-10-17" @default.
- W1979146573 title "Cycloaddition Chemistry of 2-Vinyl-Substituted Indoles and Related Heteroaromatic Systems" @default.
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