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串联催化法用于不对称乙烯和烯炔与功能化环丁烷的偶联反应。

Tandem catalysis for asymmetric coupling of ethylene and enynes to functionalized cyclobutanes.

机构信息

Department of Chemistry and Biochemistry, The Ohio State University, Columbus, OH 43210, USA.

出版信息

Science. 2018 Jul 6;361(6397):68-72. doi: 10.1126/science.aat6205.

Abstract

Transformation of simple precursors into structurally complex cyclobutanes, present in many biologically important natural products and pharmaceuticals, is of considerable interest in medicinal chemistry. Starting from 1,3-enynes and ethylene, both exceptionally inexpensive starting materials, we report a cobalt-catalyzed route to vinylcyclobutenes, as well as the further enantioselective addition of ethylene to these products to form complex cyclobutanes with all-carbon quaternary centers. These reactions can proceed in discrete stages or in a tandem fashion to achieve three highly selective carbon-carbon bond formations in one pot using a single chiral cobalt catalyst.

摘要

将结构简单的前体转化为具有生物重要性的天然产物和药物中常见的结构复杂的环丁烷,在药物化学中具有相当大的意义。本文以极其廉价的 1,3-烯炔和乙烯作为起始原料,报道了一种钴催化的方法来制备乙烯基环丁烯,以及进一步对这些产物进行对映选择性加成乙烯,形成具有全碳季碳中心的复杂环丁烷。这些反应可以分阶段进行,也可以串联进行,使用单一的手性钴催化剂一锅法实现三个高度选择性的碳-碳键形成。

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Cobalt Catalysis for Enantioselective Cyclobutanone Construction.钴催化对映选择性环丁酮构建。
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