Enantioselective Synthesis of 2-Substitued-Tetrahydroisoquinolin-1-yl Glycine Derivatives via Oxidative Cross-Dehydrogenative Coupling of Tertiary Amines and Chiral Nickel(II) Glycinate
文献类型:期刊论文
作者 | Zhou, Shengbin; Wang, Jiang; Lin, Daizong; Zhao, Fei; Liu, Hong |
刊名 | JOURNAL OF ORGANIC CHEMISTRY |
出版日期 | 2013-11-15 |
卷号 | 78期号:22页码:11204-11212 |
ISSN号 | 0022-3263 |
DOI | 10.1021/jo401510b |
文献子类 | Article |
英文摘要 | The asymmetric synthesis of 2-substituted-tetrahydroisoquinolin-1-yl glycines was achieved by an oxidative cross-dehydrogenative coupling (CDC) reaction. This method for activation of the alpha-C-H bonds of amines with chiral nickel(II) glycinate using o-chloranil as the sole oxidant afforded highly diastereoselective coupling adducts. The decomposition of coupling adducts readily afforded 2-substituted-tetrahydroisoquinolin-1-yl glycine derivatives. |
WOS关键词 | SP(3) C-H ; ASYMMETRIC ALDOL REACTIONS ; MICHAEL ADDITION-REACTIONS ; MOLECULAR-OXYGEN ; NITROGEN ATOM ; NUCLEOPHILIC GLYCINE ; SODIUM-CYANIDE ; TETRAHYDROISOQUINOLINE DERIVATIVES ; ALPHA,BETA-DIAMINO ACIDS ; HYDROGEN-PEROXIDE |
资助项目 | National Natural Science Foundation of China[21021063] ; National Natural Science Foundation of China[91229204] ; National Natural Science Foundation of China[81302633] ; National Natural Science Foundation of China[81025017] ; National S&T Major Projects[2012ZX09103101-072] ; National S&T Major Projects[2012ZX09301001-005] |
WOS研究方向 | Chemistry |
语种 | 英语 |
出版者 | AMER CHEMICAL SOC |
WOS记录号 | WOS:000327175200009 |
源URL | [http://119.78.100.183/handle/2S10ELR8/277372] |
专题 | 药物化学研究室 |
通讯作者 | Liu, Hong |
作者单位 | Chinese Acad Sci, Shanghai Inst Mat Med, CAS Key Lab Receptor Res, Shanghai 201203, Peoples R China |
推荐引用方式 GB/T 7714 | Zhou, Shengbin,Wang, Jiang,Lin, Daizong,et al. Enantioselective Synthesis of 2-Substitued-Tetrahydroisoquinolin-1-yl Glycine Derivatives via Oxidative Cross-Dehydrogenative Coupling of Tertiary Amines and Chiral Nickel(II) Glycinate[J]. JOURNAL OF ORGANIC CHEMISTRY,2013,78(22):11204-11212. |
APA | Zhou, Shengbin,Wang, Jiang,Lin, Daizong,Zhao, Fei,&Liu, Hong.(2013).Enantioselective Synthesis of 2-Substitued-Tetrahydroisoquinolin-1-yl Glycine Derivatives via Oxidative Cross-Dehydrogenative Coupling of Tertiary Amines and Chiral Nickel(II) Glycinate.JOURNAL OF ORGANIC CHEMISTRY,78(22),11204-11212. |
MLA | Zhou, Shengbin,et al."Enantioselective Synthesis of 2-Substitued-Tetrahydroisoquinolin-1-yl Glycine Derivatives via Oxidative Cross-Dehydrogenative Coupling of Tertiary Amines and Chiral Nickel(II) Glycinate".JOURNAL OF ORGANIC CHEMISTRY 78.22(2013):11204-11212. |
入库方式: OAI收割
来源:上海药物研究所
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