The highly enantioselective addition of indoles to N-acyl imines with use of a chiral phosphoric acid catalyst
The highly enantioselective addition of indoles to N-acyl imines with use of a chiral phosphoric acid catalyst
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DOI：
10.1021/ol0703579
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发表时间：
2007-07-05
期刊：
影响因子：
5.2
通讯作者：
Antilla, Jon C.
中科院分区：
文献类型：
--
作者：
Rowland, Gerald B.;Rowland, Emily B.;Antilla, Jon C.
报道了N-苄基吲哚与N-酰亚胺的高对映选择性有机催化加成反应。共15个实例，产品收率为89%~99%，对映体选择性为90%~97%。由受阻二醇衍生物衍生的手性磷酸催化剂在反应中最为有效。该反应的吸引人的特点包括理想的催化剂负载量、良好的反应性、底物的通用性以及容易从两个氮原子上去除基团。
The highly enantioselective organocatalytic addition of N-benzyl indoles to N-acyl imines is reported. A total of 15 examples with product yield ranging from 89% to 99% and enantioselectivities from 90% to 97% are presented. A chiral phosphoric acid catalyst derived from a hindered binol derivative was employed most effectively in the reaction. Attractive features of the reaction include desirable catalyst loadings, good reactivity, generality of substrates, and easily removable groups from both nitrogen atoms.