4.5 Article

Enantioselective Cascade Reaction of -Cyano Ketones and Isatylidene Malononitriles: Asymmetric Construction of Spiro[4H-pyran-oxindoles]

期刊

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2016, 期 23, 页码 3983-3992

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201600432

关键词

Organocatalysis; Asymmetric catalysis; Domino reactions; Spiro compounds; Nitrogen heterocycles

资金

  1. National Natural Science Foundation of China (NSFC) [21102043]
  2. Science and Technology Commission of Shanghai Municipality [15ZR1409200]
  3. Fundamental Research Funds for the Central Universities

向作者/读者索取更多资源

-Cyano ketones have been employed for the first time as Michael donors in the construction of chiral spiro compounds. By using only 2 mol-% of a chiral multifunctional organocatalyst, chiral spiro[4H-pyran-oxindole] derivatives were prepared in yields of 97-99% with enantioselectivities of 76-97%ee. This method provides a new approach to the synthesis of chiral spirocyclic oxindoles.

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