通过silyl-Prins循环合成功能化二基的高效方法:获得截断的自然产品
Laura F Peña1, Paula González-Andrés1, Asunción Barbero1
1Department of Organic Chemistry, Faculty of Science 47011 Valladolid Spain asuncion.barbero@uva.es.
RSC advances
|January 4, 2024
概括
一种新的silyl-Prins循环化方法有效地利用trimethylsilyl trifluoromethanesulfonate (TMSOTf) 来从vinylsilyl酒精中合成异位二基. 这种可扩展的过程提供了广泛的范围和快速的反应,用于创建有价值的化学化合物.
科学领域:
- 有机化学 有机化学
- 合成方法论 合成方法论
- 异环化学 异环化学
背景情况:
- 双烯酸是重要的异环基架,在许多天然产品和制药中发现.
- 在有机合成中,高效和选择性合成路径以取代二基是非常受欢迎的.
- 现有的方法可能受到有限的基质范围,恶劣的条件或漫长的程序的影响.
研究的目的:
- 开发一种新的,有选择性的,高效的方法来合成异位二.
- 探索西里尔-普林斯循环的实用性,用于构建二烯核.
- 通过对相关类型的合成来证明所开发的方法的适用性.
主要方法:
- 这项研究采用了西利-普林斯循环反应.
- 关键的转化涉及Z-vinylsilyl酒精的循环化.
- 三甲基三甲硫酸盐 (TMSOTf) 用作易斯酸催化剂.
主要成果:
- 成功建立了一种选择性方法来合成非替代的二皮兰.
- 反应表明了广泛的基质范围,容纳了各种Z-vinylsilyl酒精.
- 短的反应时间和易于扩展的过程是开发方法的关键优势.
结论:
- 本次介绍的silyl-Prins循环化为获得异位二基酸盐提供了一种强大而实用的方法.
- 该方法在容易和线性合成罗帕洛酸和多雷莫克斯芳香的类似物中被证明是有效的.
- 这项工作为合成含有二胺基因的复杂分子提供了有价值的工具.
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