双重催化:通过催化环闭转化/Kharasch添加产生多个连续的碳-碳键
Benjamin A Seigal1, Cristina Fajardo, Marc L Snapper
1Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, USA.
Journal of the American Chemical Society
|November 17, 2005
概括
催化剂可以使烯酸环闭转化和Kharasch添加反应同时发生. 这种单步过程有效地从简单的前体中创建了复杂的双循环环系统,具有多个立体中心.
科学领域:
- 有机化学 有机化学
- 催化剂是一种催化剂.
- 合成化学 合成化学
背景情况:
- 协同催化提供高效的合成路径,减少浪费和处理.
- 催化剂是有机合成中的多功能工具.
研究的目的:
- 开发一种使用催化剂的新双联催化协议.
- 为了在单一操作中实现复杂的双循环环系统的合成.
主要方法:
- 使用格鲁布斯的鲁基化催化剂, (Cy3P) 2Cl2Ru=CHPh.
- 采用一种结合氨酸环闭转化酶 (RCM) 和Kharasch添加的双重反应.
- 调查分子内和分子间的Kharasch添加途径.
主要成果:
- 成功合成了双循环[3.3.0],[4.3.0]和[5.3.0]环系统.
- 在一个步骤中证明了三种新的连续碳-碳键的形成.
- 通过两个不同的催化路径生成多个立体中心.
结论:
- 开发的双重RCM/Kharasch加法协议为构建复杂分子架构提供了强大而高效的方法.
- 这种一子策略将浪费降到最低,并简化合成程序.
- 催化双重反应在现代合成化学中提供了显著的优势.
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