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Asymmetric NH Insertion of Secondary and Primary Anilines under the Catalysis of Palladium and Chiral Guanidine Derivatives
Authors:Yin Zhu  Prof. Dr. Xiaohua Liu  Dr. Shunxi Dong  Yuhang Zhou  Wei Li  Dr. Lili Lin  Prof. Dr. Xiaoming Feng
Affiliation:Key Laboratory of Green Chemistry and Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064 (China)
Abstract:Efficient enantioselective N? H insertion reactions of secondary and primary anilines were catalyzed by palladium(0) in combination with chiral guanidine derivatives. A broad range of substituted anilines were tolerated, and the corresponding products were obtained in high yield (up to 99 %) with good enantioselectivity (up to 94 % ee) under mild reaction conditions. The N? H insertion mechanism was examined by the study of kinetic isotope effects, control experiments, HRMS, and spectroscopic analysis.
Keywords:α  ‐diazoesters  guanidine derivatives  N  H insertion  palladium  secondary amines
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