Department of Discovery Chemistry, Merck & Company, Inc., 770 Sumneytown Pike, West Point, Pennsylvania 19486, United States.
Org Lett. 2020 Mar 20;22(6):2196-2200. doi: 10.1021/acs.orglett.0c00371. Epub 2020 Feb 28.
An expedient synthesis of β-alkyl α-amino acids is reported via application of decarboxylative photocatalysis. The method utilizes abundant, diverse, and inexpensive carboxylic acids to provide radicals for conjugate addition to dehydroalanine ester. High-throughput experimentation revealed an acridinium-based photocatalyst, tetraMeO-Acri-N-diMeOPh, to be the optimal choice enabling a general method that is tolerant to a wide range of functional groups. A scalable batch protocol and a parallel library synthesis for accessing diverse unnatural α-amino acids are described.
本文报道了一种通过应用脱羧光催化来简便合成β-烷基-α-氨基酸的方法。该方法利用丰富、多样且廉价的羧酸为去氢丙氨酸酯的共轭加成提供自由基。高通量实验表明，吖啶鎓基光催化剂四甲氧基-Acri-N-二甲氧基苯基是最佳选择，可实现一种对多种官能团具有耐受性的通用方法。本文还描述了一种可扩展的批量反应方案和用于获得多种非天然α-氨基酸的平行文库合成方法。
