作 者: ;
机构地区: 广西师范大学化学化工学院化学化工系
出 处: 《高等学校化学学报》 1998年第8期1256-1261,共6页
摘 要: 以2-羟基蒎烷-3-酮(1)与氨基乙腈缩合得到的手性酮亚胺(2)为中间体,经去质子化,在Pd(0)催化下与1,4-二氯-2-丁烯(3)发生串联反应,得到光学活性环丙烷衍生物(4),产率约为70%,反应的非对映立体选择性(d.e.)为100%.化合物4经选择性还原后水解,即可制得光学活性2-乙基环丙烷氨基酸,产物的对映体过量(e.e.)为33%. Optically active cyclopropanes(4) were obtained by using 2 hydroxypinan 3 one 1 as a chiral auxiliary, condensed with aminoacetonitrile to form a chiral ketimine 2 followed by Pd(0) catalyzed tandem alkylation and S N cyclisation of 1,4 dichlorobut 2 ene 3 with chiral ketimine 2. The yields are 69% and the diastereoselectivities of reaction are 100%. After the selective reduction of ethenyl group of 4, then by simple acid hydrolysis, optically active 2 ethyl 1 amino cyclopropanecarboxylic acid 6 could be obtained, the e.e. value of 6 is 33%.