A tandem synthesis of (±)-euphococcinine (cas 15486-23-4) and (±)-adaline

Add time:08/19/2019    Source:sciencedirect.com

Intramolecular hydroxylamine-alkyne cyclisation of the hydroxylamines 8 and 9 afforded six-membered cyclic nitrones which without isolation underwent a tandem intramolecular dipolar cycloaddition to produce the tricyclic isoxazolidines 6 and 7 respectively. These were converted in two steps into the ladybird defence alkaloids (±)-euphococcinine 4 and (±)-adaline 5.

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