Synergy of activating substrate and introducing CH··· O interaction to achieve Rh 2 (II)-catalyzed asymmetric cycloisomerization of 1, n-enynes
发布时间：2021-07-02
点击次数：
DOI码：10.1007/s11426-020-9794-3
摘要：We report the first Rh2(II)-catalyzed asymmetric cycloisomerization of activated enynes to provide cyclopropane-fused tetra-hydropyridines in good yields and excellent enantioselectivities under mild conditions. The activated group, CHZ (Z is electron-withdrawing group (EWG)), in the enyne substrates exerts two synergetic roles, one is to activate alkyne for the cyclopropanation reaction; the other is to introduce the C-H···O interaction between substrate and catalyst (reducing the energy barrier of the reaction). This double-mode activation was supported by both density functional theory (DFT) calculations and experimental tests. This strategy was also extended to other CH2Z (Z can be OH, OMe, F) as activating groups that made the CH2 more acidic so that the substrates could also form increased C-H···O interaction with the catalyst.
第一作者：Rui Wu#, Kai Chen#, Jun Ma#
论文类型：期刊论文
通讯作者：Zhi-Xiang Yu*, Shifa Zhu*
学科门类：理学
一级学科：化学
文献类型：J
卷号：63
期号：9
页面范围：1230-1239
是否译文：否
发表时间：2020-09-01
收录刊物：SCI
发布期刊链接：https://link.springer.com/article/10.1007/s11426-020-9794-3