Hydrogenative dearomatization of pyridine and an asymmetric aza-Friedel-Crafts alkylation sequence.
Highly efficient synthesis of enantiomerically enriched substituted piperidines has been realized via chiral phosphoric acid catalyzed cascade hydrogenative dearomatization of substituted pyridines and aza-Friedel-Crafts reaction in good to excellent yields and enantioselectivity.
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032 (China) http://shuliyou.sioc.ac.cn/
Shuo-Guo
SG
Wang
Shu-Li
SL
You
D000478:Alkylation; D001372:Aza Compounds / Q000737:chemistry*; D002384:Catalysis; D006865:Hydrogenation; D008670:Metals / Q000737:chemistry; D010084:Oxidation-Reduction; D010756:Phosphoric Acids; D011725:Pyridines / Q000737:chemistry*; D013237:Stereoisomerism
D001372:Aza Compounds; D008670:Metals; D010756:Phosphoric Acids; D011725:Pyridines; C030242:phosphoric acid; C023666:pyridine
asymmetric catalysis; heterocycles; organocatalysis; reduction; synthetic methods