State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Center for Research and Development of Fine Chemicals, Guizhou University, Guiyang 550025, People's Republic of China.
Chirality. 2012 Mar;24(3):223-31. doi: 10.1002/chir.21986. Epub 2012 Jan 25.
A cinchona alkaloid-derived thiourea catalyst has been designed to access new asymmetric β-amino esters bearing benzothiazole moiety by utilizing a Mannich reaction between an imine and a malonate. A simultaneous activation of the two imine functionalities and malonate by the bifunctional chiral organocatalyst is proposed to account for the good yields (71-91%) and high enantiomeric excess (89.4-98.5%) under mild conditions.
一种基于金鸡纳生物碱的硫脲催化剂被设计用于通过亚胺和丙二酸酯之间的Mannich 反应来获得具有苯并噻唑部分的新型手性β-氨基酯。双功能手性有机催化剂同时活化两个亚胺官能团和丙二酸酯,这可以解释在温和条件下获得的良好收率(71-91%)和高对映选择性(89.4-98.5%)。