Departament de Química Orgànica, Facultat de Química, Universitat de València, C/Dr Moliner 50, 46100 Burjassot, Spain.
Departament de Física Aplicada, Universitat Politècnica de València, Camí de Vera s/n, E-46022 València, Spain.
Chem Commun (Camb). 2020 Aug 19;56(66):9461-9464. doi: 10.1039/d0cc04221h.
The enantioselective 1,4-alkynylation of conjugated imines derived from saccharin with aryl- and alkyl-substituted terminal alkynes has been achieved. The reaction mediated by diethylzinc in the presence of a catalytic amount of a bis(hydroxy)malonamide chiral ligand provides the corresponding imines bearing a propargylic stereocenter with moderate yields and fair to excellent enantioselectivities.
通过二乙基锌介导,在催化量的双(羟基)丙二酸酰胺手性配体存在下,实现了糖精衍生的共轭亚胺与芳基和烷基取代的末端炔烃的对映选择性 1,4-炔基化。该反应以中等收率和良好到优秀的对映选择性提供了带有丙炔立体中心的相应亚胺。