Construction Of Chiral Bicyclo[3.n.1] Alkenones And Binaphthol Skeletons Via Aldol Reaction

The Aldol reaction is considered to be one of the most effective reaction for the construction of C-C bonds,and is widely used in the synthesis of various important intermediates and complex natural products.The work of this thesis mainly introduces how to construct the bicyclo[3.n.1] chiral bridged ring and binaphthol skeleton via Aldol reaction.The first chapter briefly introduces the history of Aldol reaction,focuses on the the asymmetric Aldol reaction,and mainly introduces the development of organic catalysis and metal catalysis.The second chapter shows the importance of asymmetric bicyclo[3.n.1] skeleton and several methods to construct this structure.Since this type of skeleton is widely present in natural products,we made great efforts and obtained the chiral products with good enantioselectivity through wide screening of ligands.A one-pot method was also realized to improve the efficiency.Besides,the gram-scale reaction was carried out.For the purpose of showing the usefulness of this structure,further transformations were also tried and the corresponding products were obtained in almost the same enantioselectivity.The third chapter mainly introduces the construction of the binaphthol skeleton,which was always used as ligand in the field of asymmetric catalysis.We firstly make a summary for the synthesis of the binaphthol skeleton,following by the catalysts screening and the exploration of achiral substrates.Finally we also explored the asymmetric synthesis of the model substrate.