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Bo Zhang, Peng Feng, Li-Hui Sun, Dr. Yuxin Cui, Dr. Song Ye and Dr. Ning Jiao N-Heterocyclic Carbene-Catalyzed Homoenolate Additions with N-Aryl Ketimines as Electrophiles: Efficient Synthesis of Spirocyclic γ-Lactam Oxindoles Chemistry - A European Journal 18

Version of Record online: 26 JUN 2012 | DOI: 10.1002/chem.201201375

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In pole position: A simple and efficient approach to spirocyclic γ-lactam oxindoles by the N-heterocyclic carbene catalyzed addition of homoenloate equivalents to N-aryl isatinimines has been developed (see scheme). The use of N-aryl isatinimines as electrophiles in the NHC-catalyzed umpolung reaction of α,β-unsaturated aldehydes is demonstrated for the first time.

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