Catalytic Asymmetric Construction of Vicinal Tetrasubstituted Stereocenters by the Mannich Reaction of Linear alpha-Substituted Monothiomalonates with Isatin N-Boc Ketimines
Liu, Teng1; Liu, Weiwei1; Li, Xiaonian2; Peng, Fangzhi1; Shao, Zhihui1; Peng,FZ (reprint author),Yunnan Univ,Sch Chem Sci & Technol,Minist Educ,Key Lab Med Chem Nat Resource,Kunming 650091,Peoples R China.; pengfangzhi@ynu.edu.cn; zhihui_shao@hotmail.com
2015-05-15
发表期刊JOURNAL OF ORGANIC CHEMISTRY
卷号80期号:10页码:4950-4956
摘要A highly diastereo- and enantioselective method for the construction of vicinal tetrasubstituted stereocenters through the first catalytic asymmetric Mannich reaction of linear a-substituted MTMs with isatin N-Boc ketimines has been developed. This protocol provides atom-economic synthesis of less accessible 3-aminooxindoles bearing vicinal tetrasubstituted stereocenters. Notably, it also constitutes the first example of stereoselective synthesis of beta-amino thioesters bearing vicinal tetrasubstituted stereocenters.
资助信息NSFC [21162034, 21372193, 21362040]; Program for Changjiang Scholars and Innovative Research Team in University [IRT13095]; Ministry of Education of China [2135301110002]; Government of the Yunnan Province [2012FB114, 2013FA026]; Program for Excellent Young Talents, Yunnan University
学科领域Chemistry, Organic
DOI10.1021/acs.joc.5b00302
收录类别SCI
语种英语
WOS研究方向Chemistry
WOS类目Chemistry, Organic
WOS记录号WOS:000354908500011
引用统计
被引频次:33[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.kib.ac.cn/handle/151853/21346
专题植物化学与西部植物资源持续利用国家重点实验室
通讯作者Peng,FZ (reprint author),Yunnan Univ,Sch Chem Sci & Technol,Minist Educ,Key Lab Med Chem Nat Resource,Kunming 650091,Peoples R China.; pengfangzhi@ynu.edu.cn; zhihui_shao@hotmail.com
作者单位1.Yunnan Univ, Sch Chem Sci & Technol, Minist Educ, Key Lab Med Chem Nat Resource, Kunming 650091, Peoples R China
2.Chinese Acad Sci, Kunming Inst Bot, Kunming 650201, Peoples R China
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Liu, Teng,Liu, Weiwei,Li, Xiaonian,et al. Catalytic Asymmetric Construction of Vicinal Tetrasubstituted Stereocenters by the Mannich Reaction of Linear alpha-Substituted Monothiomalonates with Isatin N-Boc Ketimines[J]. JOURNAL OF ORGANIC CHEMISTRY,2015,80(10):4950-4956.
APA Liu, Teng.,Liu, Weiwei.,Li, Xiaonian.,Peng, Fangzhi.,Shao, Zhihui.,...&zhihui_shao@hotmail.com.(2015).Catalytic Asymmetric Construction of Vicinal Tetrasubstituted Stereocenters by the Mannich Reaction of Linear alpha-Substituted Monothiomalonates with Isatin N-Boc Ketimines.JOURNAL OF ORGANIC CHEMISTRY,80(10),4950-4956.
MLA Liu, Teng,et al."Catalytic Asymmetric Construction of Vicinal Tetrasubstituted Stereocenters by the Mannich Reaction of Linear alpha-Substituted Monothiomalonates with Isatin N-Boc Ketimines".JOURNAL OF ORGANIC CHEMISTRY 80.10(2015):4950-4956.
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