A [3 + 2] Dipolar Cycloaddition Route to 3-Hydroxy-3-alkyl Oxindoles: An Approach to Pyrrolidinoindoline Alkaloids

作者: Anand Singh , Gregory P. Roth

DOI: 10.1021/OL200547M

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摘要: A [3 + 2] cycloaddition approach to the 3-hydroxy-3-alkyl oxindole scaffold is described. Isoxazolines obtained by of nitrile oxide 3 with 3-methylene oxindoles were elaborated 3-hydroxy-3-cyanomethyl employing a one-pot protocol en route pyrrolidinoindoline moiety which found in many natural products. The total syntheses alkaloids (±)-alline and (±)-CPC-1 achieved using this methodology.

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