The Design, Synthesis And Application Of New Axially Chiral Dibridged Phosphoramidites

In this article we bring forward a totally new design conception of a class ofaxially chiral catalyst. Namely, the ortho position of biphenyl with four samesubstituents, through binding with two groups and being induced by other chiralsegments, the compound which do not have chirality before will form a steady axialchirality. Using biphenyl as the foundation, we connect four ortho hydroxyls withphosphorous atom to gain steady axial chirality and to get an unique chirality throughinduction by chiral amines. We got a series of unique axially chiral dibridgedphosphoramidite catalysts by modifying3,3’,5,5’ of the biphenyl. At last, we appliedthe catalysts to the copper-catalyzed conjugate addition. We got up to99%enantioselectivity, which was equal or better than the best reports of otherphosphoramidite ligands on the same reaction by far.