Stereoselective synthesis of functional derivatives of 2-(2-carboxyethyl)pyrrolidine-2-carboxylic acid
Stereoselective synthesis of functional derivatives of 2-(2-carboxyethyl)pyrrolidine-2-carboxylic acid
复制标题
DOI：
10.1134/s1070428006030134
复制
发表时间：
2006-03-01
影响因子：
0.8
通讯作者：
Smolin, ES
中科院分区：
文献类型：
--
作者：
Kudryavtsev, KV;Nukolova, NV;Smolin, ES
由 2-(芳基亚甲基氨基)戊二酸二甲酯通过 AgOAc 和 Et3N 的作用生成甲亚胺叶立德，与亲偶极试剂以区域和立体选择性方式反应，形成 5-芳基-2-(2-羧乙基)吡咯烷-2-羧酸衍生物。二乙烯基砜与由(S)-2-邻苯二甲酰亚胺基-4-氧代丁酸甲酯和谷氨酸二甲酯衍生的席夫碱产生的偶氮甲碱叶立德进行1,3-偶极环加成得到手性简化的kaitocephalin类似物。
Azomethine ylides generated from dimethyl 2-(arylmethylideneamino)pentanedioates by the action of AgOAc and Et3N reacted with dipolarophiles in regio- and stereoselective fashion to form 5-aryl-2-(2-carboxyethyl)pyrrolidine-2-carboxylic acid derivatives. 1,3-Dipolar cycloaddition of divinyl sulfone to the azomethine ylide generated from the Schiff base derived from methyl (S)-2-phthalimido-4-oxobutanoate and dimethyl glutamate gave chiral simplified kaitocephalin analogs.