Rhodium-catalyzed Michael addition of arylboronic acids to 3-alkylenyloxindoles: asymmetric synthesis of functionalized oxindoles

被引：6
作者：
Zhang, Xiangyang [1 ,2 ,3 ]
Chen, Guihua [1 ,2 ,3 ]
Cao, Peng [1 ]
Liu, Jibing [1 ,2 ,3 ]
Liao, Jian [1 ,2 ]
机构：
[1] Chinese Acad Sci, Nat Prod Res Ctr, Chengdu Inst Biol, Chengdu 610041, Peoples R China
[2] Chinese Acad Sci, Chengdu Inst Organ Chem, Chengdu 610041, Peoples R China
[3] Chinese Acad Sci, Grad Sch, Beijing 100049, Peoples R China
来源：
TETRAHEDRON LETTERS | 2012年 / 53卷 / 04期
关键词：
3-Alkylenyoxindoles; Functionalized oxindoles; Arylboronic acids; Michael addition; ENANTIOSELECTIVE SYNTHESIS; SPIROCYCLIC OXINDOLES; ALKENYLBORONIC ACIDS; 1,4-ADDITION; CONSTRUCTION; PEROPHORAMIDINE; HYDROXYLATION; FLUORINATION; DERIVATIVES; 2-OXINDOLES;
D O I：
10.1016/j.tetlet.2011.11.071
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The rhodium-catalyzed diastereo- and enantioselective Michael addition of arylboronic acids to 3-alkyl-enyloxindoles has been developed with (R)-binap as a ligand. A wide variety of the desired functionalized oxindoles are smoothly obtained in high yields (up to 99%) with high enantioselectivities (up to 92% ee) and good diastereoselectivities (up to 82:18). (C) 2011 Elsevier Ltd. All rights reserved.
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收藏
页码：438 / 441
页数：4
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