期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 61, 期 34, 页码 -出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202207354
关键词
C-H Activation; Carboxylic Acids; Lactamization; Ligand Design; Palladium
资金
- NIH (NIGMS) [R01GM084019]
- Scripps Research Institute
- Bristol Myers Squibb
In this study, a novel C-H functionalization reaction was reported, which utilizes common protecting groups and practical oxidants for the lactamization of tosyl-protected aliphatic amides. The reaction was enabled by a specific ligand and shows mild reaction conditions, good scalability, and the use of convenient oxidants and protecting groups. Further derivatization of the beta-lactam products allows the synthesis of various biologically significant compounds.
The development of C(sp(3))-H functionalization reactions that use common protecting groups and practical oxidants remains a significant challenge. Herein we report a monoprotected aminoethyl thioether (MPAThio) ligand-enabled beta-C(sp(3))-H lactamization of tosyl-protected aliphatic amides using tert-butyl hydrogen peroxide (TBHP) as the sole oxidant. This protocol features exceedingly mild reaction conditions, reliable scalability, and the use of practical oxidants and protecting groups. Further derivatization of the beta-lactam products enables the synthesis of a range of biologically important motifs including beta-amino acids, gamma-amino alcohols, and azetidines.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据