Tandem Catalysis: Generating Multiple Contiguous Carbon−Carbon Bonds through a Ruthenium-Catalyzed Ring-Closing Metathesis/Kharasch Addition
作者:Benjamin A. Seigal、Cristina Fajardo、Marc L. Snapper
DOI:10.1021/ja055806j
日期:2005.11.23
0], and [5.3.0] ring systems in one step from the appropriately functionalized acyclic precursors. For substrates where the intramolecular Kharasch addition fails, an intermolecular Kharasch addition is possible. By combining the intra- and intermolecular Kharasch additions with RCM, three new contiguous carbon-carbon bonds with multiple stereocenters can be generated by the ruthenium catalyst in a controlled
串联催化可以提供独特而强大的策略,用于在单个反应容器中将简单的起始材料转化为更复杂的产品,同时产生更少的废物并最大限度地减少处理。在这方面,Grubbs 的亚烷基钌 (Cy3P)2Cl2Ru=CHPh 被证明可以催化两种机械上不同的转化,以提供一种独特的协议,在单个操作中影响多个键的变化。串联钌催化的烯烃闭环复分解 (RCM)/Kharasch 加成允许从适当官能化的一步中轻松制备双环 [3.3.0]、[4.3.0] 和 [5.3.0] 环系统无环前体。对于分子内哈拉施加成失败的底物,分子间哈拉施加成是可能的。通过将分子内和分子间 Kharasch 添加与 RCM 相结合,