Department of Chemistry, Massachusetts Institute of Technology , Cambridge, Massachusetts 02139, United States.
Org Lett. 2012 May 18;14(10):2465-7. doi: 10.1021/ol300722e. Epub 2012 Apr 30.
A continuous protocol for the two-carbon homologation of esters to α,β-unsaturated esters is described. This multireactor homologation telescopes an ester reduction, phosphonate deprotonation, and Horner-Wadsworth-Emmons olefination, thus converting a three-operation procedure into a single, uninterrupted system that eliminates the need for isolation or purification of the aldehyde intermediates. The homologated products are obtained in high yield and selectivity.
描述了一种连续协议，用于将酯类化合物同化为α,β-不饱和酯类化合物。该多反应器同构化缩合了酯还原、膦酸酯去质子化和豪纳-沃兹沃思-埃蒙斯（Horner-Wadsworth-Emmons）烯烃化反应，从而将三个操作步骤转化为一个单一的、不间断的体系，消除了对醛中间体的分离或纯化的需求。同构化产物的产率和选择性都很高。
