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Enantioselective γ-C(sp3)–H Activation of Alkyl Amines via Pd(II)/Pd(0) Catalysis
Journal of the American Chemical Society ( IF 15.0 ) Pub Date : 2018-04-09 , DOI: 10.1021/jacs.8b01094
Qian Shao 1 , Qing-Feng Wu 1 , Jian He 1 , Jin-Quan Yu 1
Affiliation  

Pd(II)-catalyzed enantioselective γ-C(sp3)-H cross-coupling of alkyl amines via desymmetrization and kinetic resolution has been realized for the first time using chiral acetyl-protected aminomethyl oxazoline ligands (APAO). A diverse range of aryl- and vinyl-boron reagents can be used as coupling partners. The chiral γ-arylated alkylamine products are further transformed into chiral 2-substituted 1,2,3,4-tetra-hydroquinolines and spiro-pyrrolidines as important structural motifs in natural products and biologically active molecules.

中文翻译:

通过 Pd(II)/Pd(0) 催化对烷基胺进行对映选择性 γ-C(sp3)-H 活化

使用手性乙酰基保护的氨基甲基恶唑啉配体 (APAO) 首次实现了 Pd(II) 催化的烷基胺通过去对称化和动力学拆分的对映选择性 γ-C(sp3)-H 交叉偶联。多种芳基和乙烯基硼试剂可用作偶联伙伴。手性γ-芳基化烷基胺产物进一步转化为手性2-取代的1,2,3,4-四氢喹啉和螺-吡咯烷,作为天然产物和生物活性分子中的重要结构基序。
更新日期:2018-04-09
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