陈凯

副教授 硕士生导师

入职时间:2019-10-15

所在单位:化学化工学院

学历:博士研究生毕业

办公地点:化学化工学院435

性别:男

学位:博士学位

在职信息:在职

毕业院校:北京大学

学科:化学工程与技术

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1, 3‐O‐Transposition or Trisubstituted Z‐Enol Ester? A Comparative Study of Reactions of Ynones

发布时间:2021-07-02

点击次数:

DOI码:10.1002/asia.201900315

发表刊物:Chemistry–An Asian Journal

摘要:Ynones are useful substrates for transition‐metal‐mediated synthesis. The AuI‐catalyzed 1,3‐O‐transposition is an important reaction of ynones. Recently, an efficient CuI‐catalyzed synthesis of trisubstituted Z‐enol esters via interrupting the traditional 1,3‐O‐transposition reaction of ynones was reported by Zhu's group. Herein, density functional theory studies disclosed that the hydrogen bond formed by carboxylic acid plays an important role for the reactivity and selectivity in this novel reaction. A qualitative rule was also found to explain the substituent effect in the ynone substrate, and this is consistent with experiments. The AuI‐catalyst and CuI‐catalyst were further compared to interpret the essential cause of why the AuI‐catalyst prefers the 1,3‐O‐transpostion reaction. These conclusions might be helpful for the rational design of reactions of ynones.

合写作者:Changyuan Zhang, Penggang Yin

第一作者:Tian‐Yu Sun

通讯作者:Kai Chen*, Tingting You*

学科门类:理学

一级学科:化学

文献类型:J

卷号:14

期号:11

页面范围:1941-1944

是否译文:

发表时间:2019-06-03

收录刊物:SCI

发布期刊链接:https://onlinelibrary.wiley.com/doi/abs/10.1002/asia.201900315

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