Studying On Asymmetric [3+3] Cycloaddition Of ?-Diazophosphonates With Isoquinoline Azomethine Ylides By Chiral Phase-Transfer Catalysis

Cycloaddition reactions are among the most effective methods for the construction of cyclic compounds in organic synthesis.Until recently,[3+3] cycloaddition strategy has gradually shown a strong advantage for the synthesis of six-membered heterocyclic compounds.Therefore,designing an efficient method to construct a six-membered cyclic compound containing multiple heteroatoms is an area worth exploring.Diazo compounds are widely used in cycloaddition reactions as 1,3-dipole,but have not yet reported [3+3] cycloaddition.In this thesis,the first asymmetric [3+3] cycloaddition with diazo compound as 1,3-dipole is described.The reaction conditions are mild,using isoquinoline azomethine ylides and ?-Diazophosphonates as substrates,chiral quaternary ammonium salts as catalyst,Cs2CO3 as base and toluene as solvent.A series of potentially bioactive chiral isoquinoline derivatives can be synthesized with good yields and moderate enantioselectivities.