Song, L; Fu, NK; Ernst, BG; Lee, WH; Frederick, MO; DiStasio, RA; Lin, S in [Song, Lu; Fu, Niankai; Ernst, Brian G.; Lee, Wai Hang; DiStasio, Robert A., Jr.; Lin, Song] Cornell Univ, Dept Chem & Chem Biol, Ithaca, NY 14850 USA; [Frederick, Michael O.] Eli Lilly & Co, Small Mol Design & Dev, Indianapolis, IN 46285 USA published Dual electrocatalysis enables enantioselective hydrocyanation of conjugated alkenes in 2020.0, Cited 67.0. Quality Control of Chalcone. The Name is Chalcone. Through research, I have a further understanding and discovery of 94-41-7.
Chiral nitriles and their derivatives are prevalent in pharmaceuticals and bioactive compounds. Enantioselective alkene hydrocyanation represents a convenient and efficient approach for synthesizing these molecules. However, a generally applicable method featuring a broad substrate scope and high functional group tolerance remains elusive. Here, we address this long-standing synthetic problem using dual electrocatalysis. Using this strategy, we leverage electrochemistry to seamlessly combine two canonical radical reactions-cobalt-mediated hydrogen-atom transfer and copper-promoted radical cyanation-to accomplish highly enantioselective hydrocyanation without the need for stoichiometric oxidants. We also harness electrochemistry’s unique feature of precise potential control to optimize the chemoselectivity of challenging substrates. Computational analysis uncovers the origin of enantio-induction, for which the chiral catalyst imparts a combination of attractive and repulsive non-covalent interactions to direct the enantio-determining C-CN bond formation. This work demonstrates the power of electrochemistry in accessing new chemical space and providing solutions to pertinent challenges in synthetic chemistry.
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Reference:
Thiazolidine – Wikipedia,
,Thiazolidine – ScienceDirect.com