Organocatalytic tandem Morita-Baylis-Hillman-Michael reaction for asymmetric synthesis of a drug-like oxa-spirocyclic indanone scaffold

被引:38
作者
Li, Xiang [1 ]
Yang, Lei [1 ]
Peng, Cheng [1 ,2 ]
Xie, Xin [1 ]
Leng, Hai-Jun [2 ]
Wang, Biao [2 ]
Tang, Zheng-Wei [2 ]
He, Gu [3 ]
Ouyang, Liang [3 ]
Huang, Wei [2 ]
Han, Bo [1 ]
机构
[1] Chengdu Univ Tradit Chinese Med, State Key Lab Breeding Base Systemat Res Dev & Ut, Chengdu 611137, Peoples R China
[2] Chengdu Univ Tradit Chinese Med, Sch Pharm, Chengdu 611137, Peoples R China
[3] Sichuan Univ, West China Hosp, State Key Lab Biotherapy, Chengdu 610041, Peoples R China
基金
中国博士后科学基金; 美国国家科学基金会;
关键词
ENANTIOSELECTIVE SYNTHESIS; CONJUGATED NITROALKENES; ANTICANCER ACTIVITY; DIENAMINE CATALYSIS; CASCADE; CONSTRUCTION; STEREOCENTERS; DERIVATIVES; SEQUENCE; ENALS;
D O I
10.1039/c3cc44004d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel multicatalytic MBH-Michael tandem reaction has been developed for the asymmetric assembly of ninhydrin, nitroolefins and aldehydes into a structurally complex oxa-spirocyclic indanone backbone. Successive iodocyclization allowed us to convert these multifunctional allylic products into fused chiral natural product mimics.
引用
收藏
页码:8692 / 8694
页数:3
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