title: Organocatalytic asymmetric domino aza-Michael-Mannich reaction: synthesis of tetrahydroimidazopyrimidine derivatives.
abstract: Highly substituted tetrahydroimidazopyrimidine derivatives with three chiral centers have been synthesized for the first time using an organocatalytic asymmetric domino aza-Michael-Mannich reaction of α,β-unsaturated aldehydes and N-arylidene-1H-imidazol-2-amines. This efficient approach furnishes the products in good yields (42-87%) with excellent stereoselectivities (>20:1 dr, up to >99% ee).
authors.affiliation: Guangzhou Institute of Biomedicine and Health, Chinese Academy of Sciences, Guangzhou Science Park, Guangdong 510530, People's Republic of China.
authors.forename: Hong
authors.initials: H
authors.lastname: Li
authors.forename: Junling
authors.initials: J
authors.lastname: Zhao
authors.forename: Lili
authors.initials: L
authors.lastname: Zeng
authors.forename: Wenhui
authors.initials: W
authors.lastname: Hu
mesh_terms: D001372:Aza Compounds / Q000737:chemistry*; D002384:Catalysis; D060326:Chemistry Techniques, Synthetic / Q000379:methods*; D008352:Mannich Bases / Q000737:chemistry; D011392:Proline / Q000737:chemistry; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D001372:Aza Compounds; D008352:Mannich Bases; D011743:Pyrimidines; D011392:Proline