1004973-07-2Relevant academic research and scientific papers
Kinetic and Dynamic Kinetic Resolution of Racemic Tertiary Bromides by Pentanidium-Catalyzed Phase-Transfer Azidation
Ban, Xu,Lee, Richmond,Ren, Jingyun,Tan, Choon-Hong,Tan, Siu Min,Zhang, Xin
supporting information, p. 9055 - 9058 (2020/03/30)
We have developed a method to afford enantiomerically enriched tertiary azides and bromides through pentanidium-catalyzed kinetic resolution (KR) of racemic tertiary bromides under base-free conditions. We found that the absence of water is crucial to attain a high selectivity factor (s). On the other hand, new experimental observations and DFT modeling led us to propose that enantioconvergent azidation of tertiary bromides proceeded through dynamic kinetic resolution (DKR). The investigations particularly identified the crucial roles of base and water in the enantioconvergent process, thus supporting the proposal that the tertiary bromide isomerizes in the presence of base and water through a SN2X pathway.
Enantioselective organocatalytic substitution of α-cyanoacetates on imidoyl chlorides - Synthesis of optically active ketimines
Santoro, Stefano,Poulsen, Thomas B.,Jorgensen, Karl Anker
, p. 5155 - 5157 (2008/09/18)
The enantioselective substitution of α-cyanoacetates on imidoyl chlorides under phase-transfer catalytic conditions is presented; a simple quinidine-derived phase-transfer catalyst gives access to the products, highly substituted ketimines, in generally g
