4.7 Article

Creation of bispiro[pyrazolone-3,3′-oxindoles] via a phosphine-catalyzed enantioselective [3+2] annulation of the Morita-Baylis-Hillman carbonates with pyrazoloneyldiene oxindoles

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 6, Issue 13, Pages 2210-2214

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c9qo00471h

Keywords

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Funding

  1. Singapore National Research Foundation, Prime Minister's Office [R-143-000-A15-281]
  2. National University of Singapore [R-143-000-695-114]
  3. National Natural Science Foundation of China [21672158]
  4. KFUPM-NUS Collaborative Fund [NUS15103, R-143-004-617-597]
  5. China Scholarship Council (CSC)

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A [3 + 2] annulation between the Morita-Baylis-Hillman (MBH) carbonates and pyrazoloneyldiene oxindoles catalyzed by (S)-SITCP has been developed. Structurally novel bispiro[pyrazolone-3,3 '-oxindoles] containing two contiguous quaternary stereogenic centers were created in excellent yields, in a diastereospecific and highly enantioselective manner.

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