De novo synthesis of atropisomeric benzofurans via Cu/SPDO complex catalyzed asymmetric formal [3 + 2] annulation

IF 10.4 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Science China Chemistry Pub Date : 2024-09-09 DOI:10.1007/s11426-024-2174-x
Fan-Xiao Meng, Xing-Yu Wang, Ka Lu, Ju-Song Yang, Fu-Min Zhang, Ai-Jun Ma, Bao Du, Yong-Qiang Tu
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Abstract

Herein, the de novo synthesis of atropisomeric benzofurans through the Cu/spirocyclic-pyrrolidine-oxazoline (SPDO) complex catalyze asymmetric formal [3 + 2] cycloaddition between quinones and ynamides is explored, producing a range of structurally diverse axially chiral benzofurans in satisfactory yields with good to excellent enantioselectivities. Furthermore, density functional theory calculations were applied to explain the possible reaction mechanism.

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通过 Cu/SPDO 复合物催化的不对称形式 [3 + 2] 环化从头合成异构苯并呋喃
本文探讨了通过 Cu/螺环吡咯烷-噁唑啉(SPDO)复合物催化醌类化合物和炔酰胺之间的不对称形式 [3 + 2] 环加成从头合成异构体苯并呋喃的方法,以令人满意的产率和良好至卓越的对映选择性制备出一系列结构多样的轴向手性苯并呋喃。此外,还应用密度泛函理论计算解释了可能的反应机理。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
Science China Chemistry
Science China Chemistry CHEMISTRY, MULTIDISCIPLINARY-
CiteScore
14.40
自引率
7.30%
发文量
3787
审稿时长
2.2 months
期刊介绍: Science China Chemistry, co-sponsored by the Chinese Academy of Sciences and the National Natural Science Foundation of China and published by Science China Press, publishes high-quality original research in both basic and applied chemistry. Indexed by Science Citation Index, it is a premier academic journal in the field. Categories of articles include: Highlights. Brief summaries and scholarly comments on recent research achievements in any field of chemistry. Perspectives. Concise reports on thelatest chemistry trends of interest to scientists worldwide, including discussions of research breakthroughs and interpretations of important science and funding policies. Reviews. In-depth summaries of representative results and achievements of the past 5–10 years in selected topics based on or closely related to the research expertise of the authors, providing a thorough assessment of the significance, current status, and future research directions of the field.
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