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Filtering by: Subject Photochemistry Remove constraint Subject: Photochemistry Committee Member Carter, Rich G. Remove constraint Committee Member: Carter, Rich G.

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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:
    photochemistry………………………. 1 1.2. Introduction to [2+2] photocycloaddition……………………… 3 1.3. Tandem