立体选择性分子内 [2+2] 1,2-环二基因的捕获:通往刚性,角融合三环架的途径
Christian L Jankovic1, Kyle C McIntosh1, Verner A Lofstrand1
1Department of Chemistry, University of Alberta, Edmonton, AB, T6G 2G2, Canada.
Chemistry (Weinheim an der Bergstrasse, Germany)
|June 23, 2023
概括
化物介导的脱生成1,2-环二,这些二有效地经历了分子内 [2+2] 捕获. 这种反应产生 cis 融合的三环基基烯环素,具有高二选择性和高达 91% 的产量.
科学领域:
- 有机化学 有机化学
- 合成方法论 合成方法论
- 循环添加反应的反应
背景情况:
- 1,2-环二二烯是反应性中间体.
- 内分子 [2+2] 循环添加对于构建复杂的循环系统有价值.
- 开发温和高效的方法来产生和捕获这些基因至关重要.
研究的目的:
- 开发一种轻度化物介导的方法来产生1,2-环二.
- 为了研究这些二烯与各种烯的分子内 [2+2] 捕获.
- 为了合成具有高立体控制的新型三环基基环.
主要方法:
- 通过从2-bromocyclohexenones中提取的西乙醇乙烯的化介导脱生成1,2-cyclohexadienes.
- 内分子 [2+2] 循环添加捕获与悬浮的烯或缺电子的烯.
- 在环境温度下使用化优化反应条件.
主要成果:
- 实现了有效的生成和捕获1,2-环环二烯.
- 三环基利丁环丁被合成,对cis-fused产品具有完全的二选择性.
- 成功使用了14种不同的基板,产量高达91%.
结论:
- 已经建立了一种新且高效的合成途径,以获得三环基基环丹.
- 该方法利用温和的反应条件和易于获得的前体.
- 这种方法为构建复杂的碳循环框架提供了一个强大的工具.
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