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Dynamic kinetic resolution utilizing 2-oxoimidazolidine-4-carboxylate as a chiral auxiliary: Stereoselective synthesis of α-amino acids by Gabriel reaction
Tetrahedron Letters ( IF 1.5 ) Pub Date : 8 July 1996 , DOI: 10.1016/0040-4039(96)00977-x
Akira Kubo , Hitoshi Kubota , Masami Takahashi , Ken-ichi Nunami

A Highly stereoselective Gabriel reaction via dynamic kinetic resolution utilizing 2-oxoimidazolidine-4-carboxylate as a chiral auxiliary was exploited. The reaction of tert-butyl (4S)-1-methyl-3-(2-bromopropionyl)-2-oxoimidazolidine-4-carboxylate (2a) with potassium phthalimide at room temperature predominantly afforded in a good yield which was derived to derivative (7) by removal of the chiral auxiliary.

中文翻译:

利用2-氧代咪唑烷-4-羧酸酯作为手性助剂的动态动力学拆分:通过加百利反应立体选择性合成α-氨基酸

通过利用2-氧代咪唑烷-4-羧酸酯作为手性助剂的动态动力学拆分,进行了高度立体选择性的加百列反应。在室温下,丁基(4S)-1-甲基-3-(2-溴丙酰基)-2-氧代咪唑烷-4-羧酸酯(2a)与邻苯二甲酰亚胺钾的反应主要以良好的收率得到,其衍生为衍生物。 (7)通过除去手性助剂。
更新日期:2017-01-31
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