Diastereoselective addition of lithium enolate of γ-substituted α-diazoacetoacetate to N-sulfinyl imines  

作　　者：MO FanYang LI Fei WANG JianBo 

机构地区：[1]Beijing National Laboratory of Molecular Sciences (BNLMS) and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Minis- try of Education, College of Chemistry, Peking University, Beijing 100871, China

出　　处：《Chinese Science Bulletin》2010年第25期2847-2854,共8页

基　　金：supported by the National Natural Science Foundation of China (20832002,20772003,20821062);the Ministry of Education of the People’s Republic of China,and National Basic Research Program of China (2009CB825300)

摘　　要：Highly diastereoselective addition of lithium enolate of γ-substituted α-diazoacetoacetate to chiral N-sulfinyl imines has been developed. The addition products were further subjected to photo-induced Wolff rearrangement or Rh(Ⅱ)-catalyzed intramolecular N-H insertion to afford chiral 4,5-disubstituted 2-oxo and 3-oxo pyrrolidines,respectively.Highly diastereoselective addition of lithium enolate of γ-substituted , ＆ WANG JianBo-diazoacetoacetate to chiral N-sulfinyl imines has been developed. The addition products were further subjected to photo-induced Wolff rearrangement or Rh（II）-catalyzed intramolecu- lar N-H insertion to afford chiral 4,5-disubstituted 2-oxo and 3-oxo pyrrolidines, respectively.

关 键 词：烯醇 酰亚胺 Wolff重排 锂 二羰基 二取代 手性 催化 

分 类 号：O623.626[理学—有机化学] TQ223.2[理学—化学]