文章以奎宁碱为母体，利用一系列卤代烃与奎宁碱发生季铵化反应，生成一系列手性奎宁季铵盐配体，所合成的配体结构均经1H-NMR、IR、MS 确证。并考察了该系列催化剂在不对称相转移催化2-氯代苯乙酮和苯甲醛的 Darzens 缩合反应中的催化性能，发现其手性催化性能跟取代基的立体位阻及电负性大小有关，其中由2-氟-4-溴苄基与奎宁形成的手性季铵盐不对称催化效果最好，所得缩合产物的 ee 值最高为46%。%Through using a series of halogenated hydrocarbons and quinine alkaline quaternization reaction, a series of chiral quinine quaternary ammonium salt ligand were generated with quinine as base matrix and its synthesized ligand structure were confirmed by 1H-NMR, IR, MS. And catalytic performance of ligands in Darzens condensation reaction between 2- chloroacetophenone and benzaldehyde in the asymmetric catalytic condition was investigated, implying that the chiral catalytic properties were associated with the steric size of substituents. And the best enantioselectivity for 46 %was obtained.
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