Palladium-Catalyzed Stereospecific Decarboxylative Benzylation of Alkynes

Enantioenriched
benzyl esters of propiolic acids undergo highly
stereospecific decarboxylative coupling to provide 1,1-diarylethynyl
methanes. This sp–sp3 coupling does not require
strongly basic conditions or preformed organometallics and produces
CO2 as the sole byproduct. Ultimately, this method results
in the successful transfer of stereochemical information from secondary
benzyl alcohols to generate enantioenriched tertiary diarylmethanes.

丙炔酸的对映体富集苄基酯可发生高度立体专一性脱羧偶联反应，生成1,1-二芳基乙炔基甲烷。该sp-sp³偶联反应无需强碱性条件，也无需预制备有机金属试剂，仅以二氧化碳作为唯一副产物。最终，该方法可成功实现立体化学信息从二级苄醇的转移，从而得到对映体富集的三级二芳基甲烷。