Department of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, Utah 84112, United States.
Org Lett. 2021 Apr 2;23(7):2505-2509. doi: 10.1021/acs.orglett.1c00450. Epub 2021 Mar 12.
The redox-relay Heck reaction is a powerful method for the construction of enantioenriched quaternary stereocenters remote from existing functional groups. However, there has been little success in the design of site-selective alkene functionalization based on these methods. Herein, we show that experimentally determined rates can be used to train a multivariate linear regression model capable of predicting the rate of a specific relay Heck reaction, allowing for the site-selective functionalization of diene substrates.
氧化还原接力 Heck 反应是构建手性季碳中心的有力方法，这些季碳中心与现有官能团相隔较远。然而，基于这些方法设计选择性烯烃官能化的方法很少成功。在此，我们表明，实验确定的速率可用于训练多元线性回归模型，该模型能够预测特定的接力 Heck 反应的速率，从而实现二烯底物的选择性官能化。
