化学
亲核细胞
钯
试剂
电泳剂
催化作用
扁桃酸
脱羧
金属有机化学
苯甲酸
有机合成
有机化学
乙醛酸
羧酸
亲核加成
组合化学
作者
Bastian Jakob,Ichraf Slimani,Andreas M. Diehl,Naceur Hamdi,Georg Manolikakes
标识
DOI:10.1002/ejoc.202100919
摘要
Abstract The formation of C−C‐bonds constitutes one of the most fundamental synthetic operations in organic chemistry. The nucleophilic addition of preformed organometallic reagents to an electrophilic carbonyl functionality represents a classical method for the selective construction of a C−C‐bond. However, the synthesis and utilization of an organometallic reagent is associated with an unfavorable environmental profile. Herein, we disclose a Palladium‐catalyzed decarboxylative 1,2‐addition of carboxylic acids to glyoxylic acid esters. This novel method provides access to the mandelic acid scaffold in good yields. Easy‐to‐handle and readily available benzoic acids are utilized as more sustainable alternative to preformed organometallic nucleophiles.
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