Iridium-Catalyzed Asymmetric Ring-Opening of Azabicyclic Alkenes with Fluoroalkylamines

来源 :第五届岭南有机化学论坛暨华南理工大学-兰州大学有机化学双边论坛 | 被引量 : 0次 | 上传用户:jiaozhixuan
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The use of oxabicyclic templates to introduce trans-1,2-bifunctional groups to the carbocyclic molecule skeleton is an effective strategy for the synthesis of complex molecules.Pioneering work in this field was first described by Lautens and co-workers who had previously reported rhodium-catalyzed asymmetric ring-opening(ARO) reaction of oxabicyclic alkenes to produce 1,2-dihydronaphthlenol products in high yields and excellent enantioselectivities(>90%ee).Recently,our group have developed iridium-catalyzed ring opening reactions of azabicyclic alkenes and oxabenzonorbornadienes with amine nucleophiles,such as N-phenylpiperazine,N-methylaniline,amines and so on.These kinds of amine nucleophiles have a big steric hindrance,so we wanted to expand the scope of the reaction to include sterically small amines because the resulting compounds were highly desirable for ongoing medicinal chemistry studies.
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