4.8 Article

Development of Biligands Magnesium Catalysis in Asymmetric Conjugate Reactions of C3-Pyrrolyl-Oxindoles

Journal

ORGANIC LETTERS
Volume 19, Issue 16, Pages 4351-4354

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b02044

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Funding

  1. NSFC [21432003, 81473095, 21602091]
  2. Program for Chang-jiang Scholars and Innovative Research Team in University (PCSIRT) [IRT_15R27]
  3. Fundamental Research Funds for the Central Universities [lzujbky-2016-ct01, lzujbky-2017-k11, lzujbky-2015-k11, lzujbky-2017-19, lzujbky-2017-118]

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A magnesium catalyzed asymmetric conjugate reaction of C3-pyrrolyl-oxindoles with terminal alkynones is presented. The current asymmetric conjugate reaction relies on the development of novel combinational magnesium catalysis involving two chiral ligands. The current protocol proceeds smoothly and gives the corresponding enantioenriched 3,3-disubstituted oxindole skeletons with good enantioselectivities. Furthermore, the conjugate adducts could be transferred to spiro oixndole structures containing an eight membered ring in high ee Values.

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