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Search for "olefin oxyamination" in Full Text gives 2 result(s) in Beilstein Journal of Organic Chemistry.

Hypervalent iodine-catalyzed amide and alkene coupling enabled by lithium salt activation

  • Akanksha Chhikara,
  • Fan Wu,
  • Navdeep Kaur,
  • Prabagar Baskaran,
  • Alex M. Nguyen,
  • Zhichang Yin,
  • Anthony H. Pham and
  • Wei Li

Beilstein J. Org. Chem. 2024, 20, 1405–1411, doi:10.3762/bjoc.20.122

Graphical Abstract
  • ; lithium salt activation; olefin oxyamination; oxazoline; Introduction Hypervalent iodine(III) reagents, also known as λ3–iodanes, have been well established and used in organic synthesis for the past decades [1][2][3][4][5]. The pioneering works of Fuchigami and Fugita, Ochiai, Kita, and later the
  • hypervalent iodine catalyst. The cationic hypervalent iodine catalyst could then activate the olefin to allow the addition of bifunctional nucleophiles such as an amide to achieve an overall olefin oxyamination process. We have previously reported a series of iodide-catalyzed processes, in which the
  • alkenes regioselectively to furnish their respective oxazoline regioisomer (Scheme 1d). Herein, we report that lithium salts such as LiBF4 or LiPF6, which are often used in lithium-ion batteries, can be used to activate hypervalent iodine catalysts to enable olefin oxyamination reactions with simple
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Published 24 Jun 2024

Copper-catalyzed intermolecular oxyamination of olefins using carboxylic acids and O-benzoylhydroxylamines

  • Brett N. Hemric and
  • Qiu Wang

Beilstein J. Org. Chem. 2016, 12, 22–28, doi:10.3762/bjoc.12.4

Graphical Abstract
  • . Keywords: copper; electrophilic amination; olefin oxyamination; Introduction The 1,2-oxyamino motif is highly valuable and found in a vast range of biologically active natural products, pharmaceuticals, and agrochemicals (Figure 1) [1][2]. Representative examples include salmeterol (Advair®), a β2
  • class of molecules is highly valued. Toward this end, intermolecular olefin oxyamination allows for direct and modular installation of both oxygen and amino groups to readily available olefins in a single step, representing a powerful and appealing approach over multistep sequences [7][8][9]. Sharpless
  • reported the first examples of this strategy using osmium tetroxide and amines to generate imido osmium intermediates (Scheme 1A) [10][11][12]. Although this transformation has received extensive application, the development of less toxic olefin oxyamination methods is greatly desired. In 2006, Stahl and
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Published 07 Jan 2016
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