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Asymmetric Hetero‐Diels–Alder Reaction of Danishefsky’s Diene with α‐Ketoesters and Isatins Catalyzed by a Chiral N,N′‐Dioxide/Magnesium(II) Complex
Authors:Jianfeng Zheng  Dr Lili Lin  Kai Fu  Yulong Zhang  Prof?Dr Xiaohua Liu  Prof?Dr Xiaoming Feng
Institution:Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064 (P. R. China), Fax: (+86)?28‐8541‐8249
Abstract:A highly enantioselective hetero‐Diels–Alder reaction of Danishefsky’s diene with α‐ketoesters and isatins has been realized by using a chiral N,N′‐dioxide/MgII complex. In the presence of only 0.1–0.5 mol % catalyst, a series of substrates were transformed into the corresponding tetrasubstituted 2,3‐dihydropyran‐4‐ones in up to 99 % yield and more than 99 % ee in two hours.
Keywords:asymmetric catalysis  cycloaddition  diene ligands  magnesium  spiro compounds
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