Asymmetric domino synthesis of indanes bearing four contiguous stereocentres catalyzed by sub-mol% loadings of a squaramide in minutes

被引:51
作者
Loh, Charles C. J. [1 ]
Hack, Daniel [1 ]
Enders, Dieter [1 ]
机构
[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany
基金
欧洲研究理事会;
关键词
MICHAEL-HENRY REACTION; HIGHLY STEREOSELECTIVE-SYNTHESIS; QUATERNARY STEREOCENTERS; 3-SUBSTITUTED OXINDOLES; CONJUGATE ADDITION; CASCADE REACTIONS; ENANTIOSELECTIVE SYNTHESIS; ORGANOCATALYSIS; DERIVATIVES; ACCESS;
D O I
10.1039/c3cc46033a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient diastereo- and enantioselective synthesis of polyfunctionalized indanes bearing four contiguous stereogenic centres in generally very short reaction times and sub-mol% squaramide catalyst loadings has been developed. The novel methodology creates a maximum of two stereocentres per bond formation via an organocatalytic Michael-Henry domino reaction.
引用
收藏
页码:10230 / 10232
页数:3
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