103729-18-6Relevant articles and documents
Catalytic Asymmetric Synthesis of Chiral γ-Amino Ketones via Umpolung Reactions of Imines
Hu, Lin,Wu, Yongwei,Li, Zhe,Deng, Li
, p. 15817 - 15820 (2016)
The first direct catalytic asymmetric synthesis of γ-amino ketones was realized by the development of a highly diastereoselective and enantioselective C-C bond-forming umpolung reaction of imines and enones under the catalysis of a new cinchona alkaloid-derived phase-transfer catalyst. In a loading ranging from 0.02 to 2.5 mol %, the catalyst activates a broad range of trifluoromethyl imines and aldimines as nucleophiles to engage in chemo-, regio-, diastereo- and enantioselective C-C bond-forming reactions with acyclic and cyclic enones, thereby converting these readily available prochiral starting materials into highly enantiomerically enriched chiral γ-amino ketones in synthetically useful yields. Enabled by this unprecedented umpolung reaction of imines, conceptually new and concise routes were developed for the asymmetric synthesis of nitrogen-heterocycles such as pyrrolidines and indolizidines.
3-diphenyl substituted octahydroindolizine analgesic compounds
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, (2008/06/13)
Octahydroindolizine compounds of formula (I): STR1 wherein Q is --NR--, --(CH2)z --, --CH=CH--, --C C--, --OCH2 --, --SCH2 --, --SO2 --, --SO--, --CO--, or an oxygen or a sulfur atom and where R, R1 and R2 are substituents such as alkyl and x, y and z are independently the integers 0-3. Also, pharmaceutical compositions containing (I), intermediates and methods for treating pain.
