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l-tert-Leucine-Derived AmidPhos-Silver(I) Chiral Complexes for the Asymmetric [3+2] Cycloaddition of Azomethine Ylides

Zhipeng Zhou, Xiaojun Zheng, Jialin Liu, Jinlei Li, Pushan Wen, Haifei Wang*

*College of Life Science and Chemistry, Hunan University of Technology, Zhuzhou 412007, Hunan Province, P. R. of China, Email: whf2107hotmail.com

Z. Zhou, X. Zheng, J. Liu, J. Li, P. Wen, H. Wang, Synlett, 2017, 28, 999-1003.

DOI: 10.1055/s-0036-1588137



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Abstract

An l-tert-leucine-derived AmidPhos/silver(I) catalytic system enables an asymmetric [3+2] cycloaddition of azomethine ylides with electronic-deficient alkenes. Under optimal conditions, highly functionalized endo-4-pyrrolidines were obtained in very good yields and enantioselectivities.

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Key Words

l-tert-leucine, amidophosphane, pyrrolidines, silver(I), 1,3-dipolar cycloaddition, [3+2] cycloaddition, azomethine ylide


ID: J60-Y2017