title: Highly diastereoselective addition of the lithium enolate of alpha-diazoacetoacetate to N-sulfinyl imines: enantioselective synthesis of 2-oxo and 3-oxo pyrrolidines.
abstract: The highly enantioselective synthesis of 2-oxo and 3-oxo pyrrolidines has been achieved by diastereoselective addition of the lithium enolate of alpha-diazoacetoacetate to chiral N-sulfinyl imines, followed by photoinduced Wolff rearrangement or Rh(II)-catalyzed intramolecular N-H insertion.
authors.affiliation: Beijing National Laboratory of Molecular Sciences and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing 100871, China.
authors.forename: Changqing
authors.initials: C
authors.lastname: Dong
authors.forename: Fanyang
authors.initials: F
authors.lastname: Mo
authors.forename: Jianbo
authors.initials: J
authors.lastname: Wang
mesh_terms: D000085:Acetates / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D008094:Lithium / Q000737:chemistry*; D008958:Models, Molecular; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000085:Acetates; D007097:Imines; D011759:Pyrrolidines; D008094:Lithium