新型Rh2（esp）2配体手性类似物的合成

摘要

A synthetic approach toward the enantioenriched analogues of α,α,α′,α′-tetramethyl-1 ,3-benzenedipropionic acid which was the ligand of Rh2 ( esp) 2 catalyst was reported.In this process, the chiral (R)-tert-butanesulfinyl diimine derived from 1,3-benzenedialdehyde was used in the nucleophil-ic additions of lithium ester enolates to give two novel chiral analogues of the “esp” esters that are (Rs,Rs′,R,R′)-β-amino esters and (Rs,Rs′,R,R′,R,R′)-α,β-aziridinyl esters in yields of 96%and 65% with excellent diastereoselectivity ( dr >20 ∶1 ).The structures were characterized by 1 H NMR and 13 C NMR.%以（R）-叔丁基亚磺酰胺为手性助剂，与1，3-苯二甲醛经缩合反应制得关键中间体———（Rs，Rs）-双叔丁基亚磺酰亚胺（7）；锂化的羧酸酯与7经不对称加成反应合成了两个新型的Rh2（esp）2配体类似物———（Rs，Rs′，R， R′）-β-胺基羧酸酯和（ Rs，Rs′，R，R′，R，R′）-α，β-氮杂环丙烷羧酸酯，产率分别为96％和65％，非对映选择性均大于20∶1。化合物的结构经1 H NMR和13 C NMR表征。