4.8 Article

Access to Spirocyclic Oxindoles via N-Heterocyclic Carbene-Catalyzed Reactions of Enals and Oxindole-Derived α,β-Unsaturated Imines

Journal

ORGANIC LETTERS
Volume 14, Issue 9, Pages 2382-2385

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol3008028

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Funding

  1. Singapore National Research Foundation (NRF)
  2. Singapore Economic Development Board (EDB)
  3. GlaxoSmithKline (GSK)
  4. Nanyang Technological University (NTU)

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A diastereoselective access to beta-lactam fused spirocyclic oxindoles and related compounds bearing all carbon spiro centers is described. This N-heterocyclic carbene-catalyzed process employed challenging beta,beta-disubstituted alpha,beta-unsaturated imines to react with enals.

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