The Mallat Family Laboratory of Organic Chemistry, Schulich Faculty of Chemistry and the Lise Meitner-Minerva Center for Computational Quantum Chemistry, Technion-Israel Institute of Technology, Haifa 32000, Israel.
Beilstein J Org Chem. 2010 Jul 15;6:77. doi: 10.3762/bjoc.6.77.
Carbocupration of alpha-heterosubstituted alkynes leads to the formation of stereodefined functionalized vinyl copper species as single isomer. Recent advances in the field show that a simple pre-association of the organometallic derivative with an additional polar functional group in the vicinity of the reaction center may completely change the stereochemical outcome of the reaction. Representative examples are given in this mini-review.
α-杂取代炔烃的碳环化反应会生成单一异构体的立体定义功能化的乙烯基铜物种。该领域的最新进展表明,有机金属衍生物与反应中心附近的额外极性官能团的简单预缔合可能会完全改变反应的立体化学结果。本综述给出了代表性的例子。