Luo Guoli, Liu Yongchun, Ding Na, Li Xiaoxiao, Zhao Zhigang
College of Chemistry and Environmental Protection Engineering, Southwest Minzu University, Chengdu 610041, PR China.
ACS Omega. 2019 Sep 9;4(12):15312-15322. doi: 10.1021/acsomega.9b02712. eCollection 2019 Sep 17.
A regioselective acyloxylation with carboxylic acids at the proximal carbon of allenamides by an -iodosuccinimide-mediated C-H functionalization is reported. The reaction proceeds rapidly, is scalable to a gram scale, and displays a broad substrate scope, providing an efficient and practical protocol for the synthesis of branched allylic esters. Notably, protected amino acids were tolerated under the reaction conditions and afforded allylic amino acid esters in moderate yields.
据报道，通过碘代琥珀酰亚胺介导的C-H官能化反应，在烯丙酰胺的近端碳上与羧酸进行区域选择性酰氧基化反应。该反应进行迅速，可扩大至克级规模，且底物范围广泛，为支链烯丙基酯的合成提供了一种高效实用的方法。值得注意的是，受保护的氨基酸在反应条件下能够耐受，并以中等产率得到烯丙基氨基酸酯。
