I2‐Induced Stereospecific Synthesis of 4‐Piperidones through Double Mannich Reaction and Tandem Cyclization

@inproceedings{Jia2011I2InducedSS,
  title={I2‐Induced Stereospecific Synthesis of 4‐Piperidones through Double Mannich Reaction and Tandem Cyclization},
  author={Xiaodong Jia and Xiang-ning Chen and Xiao-e Wang and Congde Huo and Wen-juan Wang and Yan Zhi Ren and Xi-Cun Wang},
  year={2011}
}
An I 2 -induced double Mannich reaction and tandem cyclization of imines and ketones was investigated for the synthesis of a series of 1,2,6-triaryl-4-piperidones. During the process of cyclization, only one product was produced out of four possible 4-piperidones. Two pathways involving the balance between chelation effects and hydrogen bonding were proposed to rationalize the formation of the products, which was supported by further investigation of the reaction between β-aminoketones and… CONTINUE READING