Asymmetric Domino Michael-Henry Reaction of 1,2-Diones with Nitroolefins Catalyzed by Chiral Ni(II) Complexes
Master of Science (MS)
Date of Award
In this thesis, bisoxazolidine and ionic liquid supported chiral cyclohexane diamine -Ni(II) complexes have been developed for the first time to catalyze asymmetric Michael-Henry reaction of 1,2-cyclohexadione with various nitroolefins to give series of highly functional [3,2,1]bicyclo octane derivatives with high stereoselectivity and diastereoselectivity. Successful introduction of the ammonium groups into chiral cyclohexane diamine ligand has improved the reactivity and recyclability of the catalyst. Products of [3,2,1]bicyclo octane derivatives with four stereogenic centers formed in one step can be achieved in high yield (76~99%) with excellent enantioselectivities (76~99%) and high diastereoselectivities (up to 47:1).
Chemistry | Physical Sciences and Mathematics
Liang, Qian, "Asymmetric Domino Michael-Henry Reaction of 1,2-Diones with Nitroolefins Catalyzed by Chiral Ni(II) Complexes" (2015). Electronic Theses & Dissertations. 676.