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扩大压缩基因工具箱:产生和使用含氧压缩基因

Tejas K Shah¹, Jose M Medina¹, Neil K Garg¹

¹Department of Chemistry and Biochemistry, University of California , Los Angeles, California 90095, United States.

Journal of the American Chemical Society

|March 19, 2016

概括

研究人员开发了一种新方法来制造压缩的氧环中间体,使各种异环化合物的合成成为可能. 这项工作扩展了合成化学工具,并验证了化学反应的预测模型.

科学领域:

有机化学
合成方法
异环化学

背景情况:

紧张的循环分子为构建复杂的分子架构提供了独特的反应性.
氧环化合物,特别是具有高环应变的化合物,是有价值但具有挑战性的合成标.
扭曲/相互作用模型为预测应力系统中的反应性和选择性提供了一个框架.

研究的目的:

开发合成途径以产生新型氧循环应变中间体:4,5-黄和3,4-氧循环.
探索这些中间体在合成多种异环基架中的实用性.
验证和扩展扭曲/相互作用模型在氧循环系统中的适用性.

主要方法:

压缩氧环中间体的合成 (4,5-黄和3,4-氧环).
用各种试剂在现场捕获反应以形成新的C-C和C-原子键.
对反应产物的分析以确定区域选择性和结构多样性.
实验区域选择性与扭曲/相互作用模型的预测进行比较.

主要成果:

成功生成了4,5-黄和3,4-氧化中间体.
通过捕获反应形成广泛的异环基架.
经过实验确定的区域选择性与扭曲/相互作用模型的预测保持一致.
与含有的类似中间产品相比,观察到更高的区域选择性.

结论:

氧环和是合成功能化异环的通用构件.
扭曲/相互作用模型适用于氧循环系统并具有预测性.
利用压力异环中间体为构建复杂的多环框架提供了强大的策略.

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