4.8 Article

Highly Enantioselective [3+2]-Annulation of Isatin-Derived Morita-Baylis-Hillman Adducts with Cyclic Sulfonimines

Journal

ORGANIC LETTERS
Volume 17, Issue 7, Pages 1688-1691

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b00456

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Funding

  1. National Natural Science Foundation of China [21372224, 21232008]
  2. Ministry of Science and Technology [2011CB808600]
  3. Chinese Academy of Sciences

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An organocatalytic [3 + 2]-annulation between isatin-derived Morita-Baylis-Hillman adducts and cyclic sulfonimines has been developed in high yields with excellent enantio- and diastereoselectivities via an allylic nitrogen-ylide intermediate. The reaction provides access to heavily substituted aza-spirooxindole derivatives, which also contain ring fused cyclic sultams.

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