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Blue‐Light‐Induced Stereoselective Synthesis of α‐Alkylated Amino Acid Derivatives
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2025-03-23 , DOI: 10.1002/ejoc.202401477
Hongying Fan 1 , Meiling Ye 1 , Xue Zhang 1 , Jinyu Hou 1 , Liulin Jiao 1 , Jian Chen 1 , Li Guo 1 , Zhong Lian 1 , Yong Wu 1
Affiliation  

A photoredox‐catalyzed decarboxylative C(sp3)−H alkylation of glycine derivatives, utilizing (+)/(−)‐camphorsultam as a chiral auxiliary and alkyl N‐hydroxyphthalimide (NHP) ester as a radical precursor, has been developed, providing an efficient approach for the stereoselective synthesis of valuable enantioenriched unnatural α‐alkylated amino acid derivatives. The methodology operates under mild conditions, demonstrates broad substrate tolerance, and exhibits excellent stereoselectivity. Preliminary mechanistic investigations indicate that the reaction proceeds via a radical pathway.

中文翻译:


蓝光诱导的 α-烷基化氨基酸衍生物的立体选择性合成



已经开发了一种光氧化还原催化的甘氨酸衍生物脱羧 C(sp3)-H 烷基化反应,利用 (+)/(-)-樟脑素作为手性助剂和烷基 N-羟基邻苯二甲酰亚胺 (NHP) 酯作为自由基前体,为有价值的对映体富集非天然 α-烷基化氨基酸衍生物的立体选择性合成提供了一种有效的方法。该方法在温和的条件下运行,表现出广泛的底物耐受性,并表现出优异的立体选择性。初步机理研究表明,反应通过自由基途径进行。
更新日期:2025-03-23
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