A novel Fe(II)/diaryl prolinol catalyzed asymmetric 1,3-dipolar cycloaddition of azomethine ylides with alkenes

作者：Wu, Haisheng; Wang, Bo; Liu, Hongqiang; Wang, Lei^*

来源：Tetrahedron, 2011, 67(6): 1210-1215.

DOI：10.1016/j.tet.2010.11.091

• Alkenes
• Asymmetric 1,3-dipolar cycloaddition
• Azomethine ylides
• Diaryl prolinol
• Iron

A novel Fe(II)/diaryl prolinol catalyzed asymmetric 1,3-dipolar cycloaddition of azomethine ylides with alkenes has been developed. In the presence of FeCl2 (10 mol %) and alpha,alpha-bis(3,5-bistrifluoromethylphenyl) prolinol L1 (10 mol %), [3+2] cycloaddition of azomethine ylides with electronic-deficient olefins underwent smoothly in CH3CN at room temperature to generate the desired endo-adducts in moderate to good yields and enantioselectivities. This is the first example of Fe(II/N.O-ligand (L1) catalyzed 1,3-dipolar enantioselective cycloaddition reaction of azomethine ylides.

• 出版日期2011-2-11
• 单位金属有机化学国家重点实验室; 淮北师范大学; 中国科学院