有机催化对映选择性迈克尔-迈克尔-迈克尔-Aldol 缩合反应：在四重级联不对称合成多取代螺环吲哚酮中控制六个立体中心。
Organocatalytic Enantioselective Michael-Michael-Michael-Aldol Condensation Reactions: Control of Six Stereocenters in a Quadruple-Cascade Asymmetric Synthesis of Polysubstituted Spirocyclic Oxindoles.
机构信息
Department of Chemistry and Biochemistry, National Chung Cheng University , Chia-Yi, 621, Taiwan, R.O.C.
Instrumentation Center, National Taiwan University , Taipei, 106, Taiwan, R.O.C.
出版信息
Org Lett. 2017 Nov 17;19(22):6112-6115. doi: 10.1021/acs.orglett.7b02962. Epub 2017 Nov 1.
An organocatalyzed enantioselective Michael-Michael-Michael-aldol cascade reaction for the construction of cyclopentane fused spirooxindoles was achieved. The domino reaction provided the spirooxindoles with six contiguous stereocenters including a quaternary center in good yields (55-64%) with excellent enantioselectivities (up to >99% ee). Enantioselective Michael-Michael-Michael-aldol condensation-aromatization reactions of an isomeric product were observed.
一种通过有机催化的对映选择性迈克尔-迈克尔-迈克尔-羟醛缩合级联反应，用于构建具有五元环稠合螺[吲哚啉-3,3'-吡咯烷]的化合物。该串联反应以良好的收率（55-64%）和优异的对映选择性（高达>99%ee），为螺[吲哚啉-3,3'-吡咯烷]提供了六个连续的手性中心，包括一个季碳原子。观察到一个异构体产物的对映选择性迈克尔-迈克尔-迈克尔-羟醛缩合-芳构化反应。
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