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低烯烃复分解催化剂负载量:通过闭环复分解合成氮杂环。

Low catalyst loadings in olefin metathesis: synthesis of nitrogen heterocycles by ring-closing metathesis.

机构信息

The Arnold and Mabel Beckman Laboratory of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, USA.

出版信息

Org Lett. 2010 Mar 5;12(5):984-7. doi: 10.1021/ol9029808.

DOI:10.1021/ol9029808
PMID:20141172
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3871858/
Abstract

A series of ruthenium catalysts have been screened under ring-closing metathesis (RCM) conditions to produce five-, six-, and seven-membered carbamate-protected cyclic amines. Many of these catalysts demonstrated excellent RCM activity and yields with as low as 500 ppm catalyst loadings. RCM of the five-membered carbamate series could be run neat, the six-membered carbamate series could be run at 1.0 M, and the seven-membered carbamate series worked best at 0.2-0.05 M.

摘要

已经筛选了一系列钌催化剂,以在闭环复分解(RCM)条件下生成五、六和七元氨甲酰基保护的环状胺。其中许多催化剂在低至 500ppm 的催化剂负载下表现出优异的 RCM 活性和产率。五元氨甲酰基系列的 RCM 可以在无溶剂条件下进行,六元氨甲酰基系列可以在 1.0 M 下进行,而七元氨甲酰基系列在 0.2-0.05 M 下效果最佳。

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本文引用的文献

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Effects of NHC-backbone substitution on efficiency in ruthenium-based olefin metathesis.NHC主链取代对钌基烯烃复分解反应效率的影响。
J Am Chem Soc. 2009 Apr 15;131(14):5313-20. doi: 10.1021/ja900067c.
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The total synthesis of (-)-cyanthiwigin F by means of double catalytic enantioselective alkylation.通过双催化对映选择性烷基化实现(-)-蓝花威苷F的全合成。
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The catalytic asymmetric total synthesis of elatol.扁枝杉烯的催化不对称全合成。
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