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Enantioselective [3 + 2] Annulation of Enals with 2-Aminoacrylates Catalyzed by N-Heterocyclic Carbene.
Li, Xing-Shuo; Zhao, Liang-Liang; Wang, Xiao-Ke; Cao, Li Li; Shi, Xiao-Qian; Zhang, Rui; Qi, Jing.
Affiliation
  • Li XS; Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, and ‡Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of the Ministry of Education, Hebei University , Baoding 071002, People's Republic of China.
  • Zhao LL; Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, and ‡Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of the Ministry of Education, Hebei University , Baoding 071002, People's Republic of China.
  • Wang XK; Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, and ‡Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of the Ministry of Education, Hebei University , Baoding 071002, People's Republic of China.
  • Cao LL; Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, and ‡Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of the Ministry of Education, Hebei University , Baoding 071002, People's Republic of China.
  • Shi XQ; Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, and ‡Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of the Ministry of Education, Hebei University , Baoding 071002, People's Republic of China.
  • Zhang R; Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, and ‡Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of the Ministry of Education, Hebei University , Baoding 071002, People's Republic of China.
  • Qi J; Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, and ‡Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of the Ministry of Education, Hebei University , Baoding 071002, People's Republic of China.
Org Lett ; 19(14): 3943-3946, 2017 07 21.
Article in En | MEDLINE | ID: mdl-28703601
ABSTRACT
A novel and convenient strategy for the enantioselective synthesis of γ-lactam derivatives via N-heterocyclic carbene catalyzed formal [3 + 2] annulation of enals with 2-aminoacrylates is disclosed. This activation mode provides a complementary approach to the synthesis of various γ-lactam derivatives in good yields with excellent diastereo- and enantioselectivities. In this process, two consecutive stereocenters are constructed, and a quaternary carbon center is also established.

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Lett Year: 2017 Document type: Article

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Lett Year: 2017 Document type: Article