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In this lesson, we delve into the role of ring conformation and its stability, which determines the spatial arrangement and, consequently, the molecular symmetry and stereoisomerism of cyclic compounds. 1,2-Dimethylcyclohexane is used as a case study to evaluate the possible number of stereoisomers. Here, given the multiple (n = 2) chiral centers, there are 2n = 4 possible configurations that lack a plane of symmetry, as the ring skeleton exists in a non-planar chair conformation. In addition,...
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通过使用循环日利多尼来进行非选择性中断的CuAAC反应.

Yuanyuan Li1, Shan Yang1, Longhui Duan1

  • 1Department of Chemistry, University of Science and Technology of China, Hefei, Anhui, PR China.

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概括

这项研究引入了一个不对称的中断铜催化化酸循环添加 (CuAAC) 反应. 它通过使用一种新的三元合策略,高效地合成独特的亚热聚合物二三醇.

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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:

  • 铜催化亚酸循环添加 (CuAAC) 是用于碎片合的多功能方法.
  • 被中断的CuAAC反应通过利用铜三化物中间体扩大了合成范围.
  • 以前没有开发过中断CuAAC反应的不对称版本.

研究的目的:

  • 为了开发一种高效和温和的不对称性中断CuAAC反应.
  • 为了使二三醇的体型选择性合成.
  • 为了研究反应机制和动力学.

主要方法:

  • 拦截一个铜三化物中间体与一个循环diaryliodonium试剂.
  • 采用循环二二,二和亚二的三元合.
  • 使用现场热量计进行反应进展动力分析.

主要成果:

  • 成功开发了一个不对称的中断CuAAC反应.
  • 合成多种类型的亚特罗皮索米二三醇.
  • 确定二次动态同位素效应和基质反应顺序.

结论:

  • 这种方法提供了一条有效的途径,以复杂的atropisomeric biaryl triazoles.
  • 反应通过铜介导的循环金属化和氧化添加进行.
  • 这项工作扩大了在不对称合成中中断CuAAC反应的实用性.