立体中心
化学
催化加氢
组合化学
光学活性
立体异构
催化作用
立体选择性
不对称氢化
对映选择合成
立体化学
有机化学
作者
Siyuan Guo,Baode Ma,Gen‐Qiang Chen,Xumu Zhang
出处
期刊:Organic Letters
[American Chemical Society]
日期:2023-03-31
卷期号:25 (14): 2426-2431
被引量:1
标识
DOI:10.1021/acs.orglett.3c00532
摘要
Synthesis of optically enriched racetam analogues was achieved via highly remote diastereocontrolled and enantiocontrolled Pd/C-catalyzed hydrogenation of α,β-unsaturated γ-lactams. Various mono- and disubstituted 2-pyrrolidones were obtained in excellent yields and stereoselectivities, and a concise and large-scale synthesis of brivaracetam was developed from inexpensive l-2-aminobutyric acid. Surprisingly, stereodivergent hydrogenation was observed by modifying remote functionalized stereocenters and additives, which would provide alternative stereochemical options of chiral racetams synthesis.
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