4.8 Article

Organocatalytic Asymmetric Michael-Michael Cascade for the Construction of Highly Functionalized N-Fused Piperidinoindoline Derivatives

Journal

ORGANIC LETTERS
Volume 16, Issue 9, Pages 2438-2441

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol5008185

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Funding

  1. NSFC [21372105, 21032005, 21172097]
  2. PCSIRT [IRT1138]
  3. International S&T Cooperation Program of China [2013DFR70580]
  4. National Basic Research Program of China [2010CB833203]
  5. MOE of P.R. China

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Application of indolin-3-one derivatives in a cascade reaction for efficient assembly of complex molecules is a much less explored research area. It is demonstrated that structurally interesting polysubstituted piperidino[1,2-a]indoline compounds containing four contiguous stereocenters including one tetrasubstituted carbon center can be readily obtained with good yields (up to 94% yield) and excellent enantioselectivities (up to >99% ee) by employing indolin-3-one derivatives as substrates via bifunctional catalysis.

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