氨基酸衍生物催化的不对称Reformastky反应

Asymmetric Reformatsky Reaction Catalyzed by Amino Acid Derivatives

首次使用侧链上带有配位基团的氨基酸组成的线二肽、环二肽及氨基酸酯作手性配体催化不对称的Reformatsky反应。考察了配体结构、反应底物结构以及反应条件等因素对反应产物ee值的影响。同其它两类配体相比 ,环肽具有更好的不对称催化效果 ,其中具有C2 对称性的环肽 3a效果最好 ,产物的ee值达到了 64 %。

For the first time,α amino acid esters,linear dipeptide′s derivatives and cyclodipeptides with coordinating groups on their side chains were applied to the catalyses of asymmetric Reformatsky reaction.The effects of structure and amount of catalyst,reactioncondition and structure of substrate to product′s ee. were investigated.Comparing with linear peptide and amino acid ester,cyclodipeptide showed better enantioselectivity in these reactions.Among all the chiral ligands used,the cyclodipetide 3a with C 2 symmetry obtained the best result of 64% ee.