4.8 Article

Assembly of Spirooxindole Derivatives Containing Four Consecutive Stereocenters via Organocatalytic Michael-Henry Cascade Reactions

Journal

ORGANIC LETTERS
Volume 14, Issue 7, Pages 1834-1837

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol300441z

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Funding

  1. Skaggs Institute for Chemical Biology

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A novel organocatalytic strategy for the synthesis of highly substituted spirocyclopentaneoxindoles was developed employing simple nitrostyrenes and 3-substituted oxindoles as starting materials. Michael-Henry cascade reactions, enabled through cinchona alkaloid organocatalysis, provided products in high yield and excellent enantioselectivity in a single step.

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