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Formation of Chiral Allylic Ethers via an Enantioselective Palladium- Catalyzed Alkenylation of Acyclic Enol Ethers

机译:通过对映选择性钯催化的无环烯醇醚的烯基化反应,形成手性烯丙基醚

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摘要

This report details a palladium-catalyzed process to access highly functionalized, optically active allylic aryl ethers. A number of electron-deficient alkenyl triflates underwent enantioselective and site-selective coupling with acyclic aryl enol ethers in the presence of a chiral palladium catalyst. This transform provides chiral allylic ether products in high yields and excellent enantiomeric ratios, furnishing a unique disconnection to incorporate heteroatoms at a stereocenter. Finally, the applicability of the products to target synthesis was demonstrated through the formation of a chiral allylic alcohol and the generation of a flavone-inspired product.
机译:该报告详细介绍了钯催化的方法,以得到高度官能化的光学活性烯丙基芳基醚。在手性钯催化剂的存在下,许多缺电子的烯基三氟甲磺酸酯与无环芳基烯醇醚进行对映选择性和位点选择性偶联。该转变以高收率和优异的对映体比率提供了手性烯丙基醚产物,提供了独特的断开连接以在立体中心结合杂原子。最后,通过手性烯丙基醇的形成和黄酮类产品的生成证明了该产品对目标合成的适用性。

著录项

  • 来源
    《Journal of the American Chemical Society》 |2018年第18期|5895-5898|共4页
  • 作者单位

    Department of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, Utah 84112, United States;

    Department of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, Utah 84112, United States;

    Department of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, Utah 84112, United States;

    Department of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, Utah 84112, United States;

    Department of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, Utah 84112, United States;

  • 收录信息 美国《科学引文索引》(SCI);美国《工程索引》(EI);美国《生物学医学文摘》(MEDLINE);美国《化学文摘》(CA);
  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类
  • 关键词

  • 入库时间 2022-08-18 03:07:22

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