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Filtering by: Creator Kucey, Brennan Mark Remove constraint Creator: Kucey, Brennan Mark Academic Affiliation Chemistry Remove constraint Academic Affiliation: Chemistry Committee Member Gable, Kevin P. Remove constraint Committee Member: Gable, Kevin P. Subject Alkaloids -- Synthesis Remove constraint Subject: Alkaloids -- Synthesis

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  • Tandem intramolecular photocycloaddition-retro-Mannich fragmentation as a route to indole and oxindole

    Creator:
    Li, Yang
    Abstract:
    Irradiation of a tryptamine linked through its side-chain nitrogen to an alkylidene malonate residue results in an intramolecular [2 + 2] cycloaddition to the indole 2,3-double bond. The resultant cyclobutane undergoes spontaneous retro-Mannich fission to produce a spiro[indoline-3,3-pyrrolenine] with relative configuration defined by the orientation of substituents in the transient...
    Resource Type:
    Dissertation
    Full Text:
    friendship and insight. I would like to thank Selena Milicevic Sephton, Mark A. Sephton and Hua Yang for