title: Phosphine-catalyzed highly enantioselective [3 + 3] cycloaddition of Morita-Baylis-Hillman carbonates with C,N-cyclic azomethine imines.
abstract: The first phosphine-catalyzed highly enantioselective [3 + 3] cycloaddition of Morita-Baylis-Hillman carbonates with C,N-cyclic azomethine imines is described. Using a spirocyclic chiral phosphine as the catalyst, a novel class of pharmaceutically interesting 4,6,7,11b-tetrahydro-1H-pyridazino[6,1-a]iso-quinoline derivatives were obtained in high yields with good to excellent diastereoselectivities and extremely excellent enantioselectivities (98->99% ee).
authors: Department of Applied Chemistry, China Agricultural University, Beijing 100193, P. R. China.
authors: Lei
authors: L
authors: Zhang
authors: Department of Applied Chemistry, China Agricultural University, Beijing 100193, P. R. China.
authors: Honglei
authors: H
authors: Liu
authors: Department of Applied Chemistry, China Agricultural University, Beijing 100193, P. R. China.
authors: Guanyu
authors: G
authors: Qiao
authors: Department of Applied Chemistry, China Agricultural University, Beijing 100193, P. R. China.
authors: Zhanfeng
authors: Z
authors: Hou
authors: Department of Applied Chemistry, China Agricultural University, Beijing 100193, P. R. China.
authors: Yang
authors: Y
authors: Liu
authors: Department of Applied Chemistry, China Agricultural University, Beijing 100193, P. R. China.
authors: Yumei
authors: Y
authors: Xiao
authors: Department of Applied Chemistry, China Agricultural University, Beijing 100193, P. R. China.
authors: Hongchao
authors: H
authors: Guo
mesh_terms: D001391:Azo Compounds / Q000737:chemistry*; D002254:Carbonates / Q000737:chemistry*; D002384:Catalysis; D061565:Cycloaddition Reaction; D007097:Imines / Q000737:chemistry*; D010720:Phosphines / Q000737:chemistry*; D013237:Stereoisomerism; D013882:Thiosemicarbazones / Q000737:chemistry*
chemical_list: D001391:Azo Compounds; D002254:Carbonates; D007097:Imines; D010720:Phosphines; D013882:Thiosemicarbazones; C512188:azomethine; C044646:phosphine