Dynamic Resolution of ¥á-Bromo Tertiary Amides for Stereoselective Preparation of Dipeptide Analogues

Bulletin of the Korean chemical society

Yong Sun Park¹  Hyun Jung Kim¹  Eun-kyoung Shin¹  Ji-yeon Chang¹ 

关键词: Dynamic resolution;    Asymmetric syntheses;    Nucleophilic substitution;   

DOI  :  

学科分类：化学（综合）

来源: Korean Chemical Society

【 摘 要 】

Dynamic resolution of �?-bromo tertiary acetamides in asymmetric nucleophilic substitution reaction is described. Intermolecular substitution of �?-bromo tertiary acetamides with dibenzylamine in the presence of TBAI and Et3N gave the dipeptide analogues 7-10 with high stereoselectivities up to 90 : 10 dr. Also, cyclic dipeptide analogues 20-29 were produced by the intramolecular nucleophilic cyclization of �?-bromo tertiary acetamides with low stereoselectivities in 84-42% yields.

【 授权许可】

Unknown