Asymmetric synthesis of poly-substituted spirocyclohexane oxindole via a squaramide catalyzed cascade Michael-Michael-aldol sequence
Asymmetric synthesis of poly-substituted spirocyclohexane oxindole via a squaramide catalyzed cascade Michael-Michael-aldol sequence
复制标题
通过方酰胺催化级联迈克尔-迈克尔-羟醛序列不对称合成多取代螺环己烷羟吲哚
DOI：
10.1039/c4qo00299g
复制
发表时间：
2015
影响因子：
5.4
通讯作者：
Lin Guo-Qiang
中科院分区：
文献类型：
--
作者：
Sun Qiang-Sheng;Chen Xiao-Yang;Zhu Hua;Lin Hua;Sun Xing-Wen;Lin Guo-Qiang
开发了一种方酰胺催化的三种易得底物（1，3-二羰基化合物、硝基烯烃和亚甲基吲哚啉酮）的Michael-Michael-aldol级联反应序列。该反应以良好的产率（高达85%）和优异的立体选择性（>20：1dr，> 99%ee）得到了一系列对映体富集的带有六个连续立构中心的螺环己烷羟吲哚。
A squaramide-catalyzed Michael–Michael–aldol cascade sequence of three readily accessible substrates (1,3-dicarbonyl compound, nitroalkene and methyleneindolinone) was developed. The reactions led to a series of enantioenriched spirocyclohexane oxindoles bearing six contiguous stereocenters in good yields (up to 85%) and with excellent stereoselectivities (>20 : 1 dr, >99% ee).