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Construction of multifunctional heterocycles bearing aza-quaternary carbons by titanocene-catalyzed umpolung reactions
Authors:Jiang-Tao Cheng  Xiao Zheng  Pei-Qiang Huang
Affiliation:Department of Chemistry, Fujian Provincial Key Laboratory of Chemical Biology, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, Fujian 361005, PR China
Abstract:The combined application of Grignard/Reformatsky addition and the titanocene-catalyzed umpolung α-amino carbon-carbon bond formations provided a flexible and versatile protocol for preparation of multifunctional pyrrolidinones/piperidinones/N-Boc-piperidines bearing aza-quaternary carbons (AQC) from cyclic imides and analogues. Based on these multifunctional single-ring motifs, several advanced AQC-bearing heterocycles, such as AQC-possessing indolizidines and 1-azaspirocycles, have been constructed efficiently.
Keywords:Titanocene-catalyzed  Umpolung  Multifunctional  Heterocycle  Aza-quaternary carbon
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