Asymmetric catalytic aza-Morita-Baylis-Hillman reaction for the synthesis of 3-substituted-3-aminooxindoles with chiral quaternary carbon centers

Fang Le Hu, Yin Wei, Min Shi, Suresh Pindi, Guigen Li

Research output: Contribution to journalArticlepeer-review

89 Scopus citations

Abstract

The asymmetric catalytic aza-Morita-Baylis-Hillman (aza-MBH) reaction of isatin-derived ketimines with MVK has been established by using chiral amino and phosphino catalysts. The reaction resulted in biomedically important 3-substituted 3-amino-2-oxindoles in good yields (>80% for most cases) and with excellent enantioselectivity (90-99% ee). Twenty-eight cases assembled with chiral quaternary stereogenic centers have been examined under convenient systems.

Original languageEnglish
Pages (from-to)1921-1924
Number of pages4
JournalOrganic and Biomolecular Chemistry
Volume11
Issue number12
DOIs
StatePublished - Mar 28 2013

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