Amino Acid-Derived Phosphonium Salts-Catalyzed Michael Addition of 3-Substituted Oxindoles
作者:Xiaoyu Wu、Qin Liu、Yong Liu、Qun Wang、Ying Zhang、Jie Chen、Weiguo Cao、Gang Zhao
DOI:10.1002/adsc.201300383
日期:2013.9.16
catalyst prepared from easily available chiral amino acids was evaluated in a model reaction between oxindole and methyl vinyl ketone, and the catalyst derived from isoleucine was found to be the best. Michael additions of 3‐monosubstituted oxindoles to methyl vinyl ketone, acrolein or propargyl aldehyde proceeded smoothly to afford 3,3‐disubstituted oxindoles in good to excellent yields with moderate
在羟吲哚与甲基乙烯基酮之间的模型反应中,评估了一种由易得的手性氨基酸制得的新型phospho相转移催化剂,发现异亮氨酸衍生的催化剂是最好的。在甲基乙烯基酮,丙烯醛或炔丙基醛中将3-单取代的羟吲哚迈克尔加成反应顺利进行,得到3,3-二取代的羟吲哚,收率良好至优异,中等至优异ee s。