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New concepts or skeletons in the design of novel chiral ligands has been being a significantly stimulating topic in asymmetric catalysis over the past half century.Yet, only a small number of ligands truly deserve the moniker of "privileged ligands".1 Despite impressive progress in this area, discovery often relies on serendipity and systematic screening, as such the design of suitable chiral ligands for a particular tasks remains challenging.In this presentation,recent progress on the desgin of DHIP based novel chiral catalysts and their applications for asymmetric catalysis in our lab will be introduced.2-7 The presentation will cover two topics: nucleophilic catalysts for the KR resolution of secondary alcohols and novel N,O-ligands for asymmetric catalysis such as Michael addition and 1,3-dipolar cycloaddition.