以铜催化的化/点击级联反应为获取性1,2,3-triazoles
Ling-Feng Jiang1, Shao-Hua Wu1, Yu-Xuan Jiang1
1The Education Ministry Key Laboratory of Resource Chemistry, Joint International Research Laboratory of Resource Chemistry of Ministry of Education, Shanghai Key Laboratory of Rare Earth Functional Materials, and Shanghai Frontiers Science Center of Biomimetic Catalysis, Shanghai Normal University, 200234, Shanghai, China.
这项研究引入了一种新型的铜催化级联反应,用于从亚化物和化物合成奇拉性1,2,3-triazoles. 该方法提供了高产量和酶选择性,扩大了获得有价值的性三醇化合物的机会.
科学领域:
- 有机化学 有机化学
- 催化剂是一种催化剂.
- 不对称的合成方法
背景情况:
- 的1,2,3-三醇是具有广泛应用的重要结构动图.
- 现有的通过点击反应对性三醇进行不对称合成的方法在催化系统和基质范围方面存在局限性.
研究的目的:
- 开发一种新型的催化不对称点击反应,以高效合成性1,2,3-triazoles.
- 扩大对不对称点击反应的基质范围,包括获得以前具有挑战性的性1,5-非替代型三醇.
主要方法:
- 通过使用N-propargyl-β-ketoamides和铜催化剂,开发了一种酶选择性亚化/点击级联反应.
- 在温和的反应条件下使用了易于获得的亚酸转移试剂.
主要成果:
- 这种反应产生了各种各样的性1,2,3-triazoles,其产量高 (高达99%) 和优异的酶选择性 (高达95% ee).
- 该方法表现出良好的功能组耐受性,并成功合成了难以通过其他不对称的点击反应获得的 chiral 1,5-disubstituted triazoles.
结论:
- 开发的铜催化级联反应提供了一条高效和多功能途径,以获得有价值的性1,2,3-triazoles.
- 这种方法克服了以前不对称的点击反应的局限性,提供了更广泛的基质范围和访问独特的性 triazole 结构.
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