4.7 Article

Catalytic asymmetric conjugate addition of isocyanoacetate to (Z)-3-substituted-2-(4-pyridyl)-acrylonitrile, a reactive class of Michael acceptor

Journal

CHEMICAL COMMUNICATIONS
Volume 52, Issue 8, Pages 1697-1700

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5cc08105j

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Funding

  1. IRCSET for a PhD Fellowship
  2. Fondazione con il Sud

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(Z)-3-Substituted-2-(4-pyridyl)-acrylonitriles, a reactive class of Michael acceptors obtained exclusively as a single (Z) isomer, reacted with un-substituted isocyanoacetate esters mediated by phase-transfer catalysis to give, after base promoted cyclisation, functionalized imines in up to 94% ee and as a single diastereoisomer.

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