期刊
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2019, 期 9, 页码 1931-1939出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201900031
关键词
Oxazolidines; Multiple stereocenters; Copper; A3-coupling; Cycloaddition
资金
- Innovation Research Projects [nhrc-2015-15, 201810856017, cs1704006]
- China Postdoctoral Science Foundation [2016M601681]
- Opening Project of Shanghai Key Laboratory of Chemical Biology
- Shanghai University of Engineering Science
The Cu-catalyzed synthesis of densely functionalized chiral oxazolidines with three stereogenic centers via an annulation/A3-coupling cascade is described using chiral 1,2-amino alcohol precursors. The solvent-free synthetic approach tolerates an extremely broad substrate scope of the starting compounds (aldehydes, and alkynes), and provides the sterically hindered target monocyclic molecules with good yields and excellent diastereomeric ratio. Moreover, changing the alkyne to a propiolic acid is demonstrated here to be useful, and the corresponding titled products can be employed as a convenient building block for the preparation of 1,4-diamino-2-butynes via one-pot, two-step sequential reaction.
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