铜催化的环状二芳基碘鎓盐和 -烷基羟胺的对映选择性开环反应。
Copper-Catalyzed Enantioselective Ring-Opening of Cyclic Diaryliodoniums and -Alkylhydroxylamines.
机构信息
Department of Chemistry, Center for Excellence in Molecular Synthesis, and Hefei National Laboratory for Physical Sciences at the Microscale , University of Science and Technology of China , 96 Jinzhai Road , Hefei , Anhui 230026 , P. R. China.
出版信息
Org Lett. 2019 Aug 16;21(16):6374-6377. doi: 10.1021/acs.orglett.9b02267. Epub 2019 Jul 30.
A preparation of 2-hydroxyamino-2'-iodobiaryls via the Cu-catalyzed enantioselective ring-opening reaction of cyclic diaryliodonium salts with -alkylhydroxylamines is reported. 3,5-Di(-butyl)phenyl bis(oxazoline) was found to be the optimal ligand, and up to 99% ee values were achieved. The use of CaO as the base dramatically improved the yields and inhibited the side reactions. Finally, synthetic applications of these hydroxylamines were briefly demonstrated.
本文报道了通过铜催化的环状二芳基碘鎓盐与β-烷氧基羟胺的对映选择性开环反应制备 2-羟基氨基-2'-碘代联苯。研究发现 3,5-二（正丁基）苯基双（恶唑啉）是最佳配体，最高可达到 99%的对映体过量值。使用氧化钙作为碱极大地提高了产率并抑制了副反应。最后，简要展示了这些羟胺的合成应用。
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