Chemical Kinetic Resolution of Unprotected beta-Substituted beta-Amino Acids Using Recyclable Chiral Ligands
文献类型:期刊论文
作者 | Zhou, Shengbin1; Wang, Jiang1![]() ![]() |
刊名 | ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
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出版日期 | 2014-07-21 |
卷号 | 53期号:30页码:7883-7886 |
关键词 | amino acids enantioselectivity kinetic resolution nickel N ligands |
ISSN号 | 1433-7851 |
DOI | 10.1002/anie.201403556 |
文献子类 | Article |
英文摘要 | The first chemical method for resolution of N, C-unprotected beta-amino acids was developed through enantioselective formation and disassembly of nickel(II) complexes under operationally convenient conditions. The specially designed chiral ligands are inexpensive and can be quantitatively recycled along with isolation of the target beta-substituted-beta-amino acids in good yields and excellent enantioselectivity. The method features a broad synthetic generality including beta-aryl, beta-heteroaryl, and beta-alkyl-derived beta-amino acids. The procedure is easily scaled up, and was used for the synthetically and economically advanced preparation of the anti-diabetic drug sitagliptin. |
WOS关键词 | ASYMMETRIC-SYNTHESIS ; ALPHA-AMINO ; NUCLEOPHILIC GLYCINE ; NI(II) COMPLEXES ; EFFICIENT SYNTHESIS ; SCHIFF-BASES ; PEPTIDES ; INTERCONVERSION ; DERACEMIZATION ; SPECIFICATION |
资助项目 | National Natural Science Foundation of China[21021063] ; National Natural Science Foundation of China[91229204] ; National Natural Science Foundation of China[81025017] ; National S&T Major Projects[2012ZX09103101-072] ; National S&T Major Projects[2012ZX09301001-005] ; Ikerbasque[00000000] ; Basque Foundation for Science[00000000] ; Basque Government (SAIOTEK)[S-PE13UN098] |
WOS研究方向 | Chemistry |
语种 | 英语 |
WOS记录号 | WOS:000339562400035 |
出版者 | WILEY-V C H VERLAG GMBH |
源URL | [http://119.78.100.183/handle/2S10ELR8/276983] ![]() |
专题 | 药物化学研究室 中科院受体结构与功能重点实验室 新药研究国家重点实验室 药理学第三研究室 |
通讯作者 | Soloshonok, Vadim A. |
作者单位 | 1.Chinese Acad Sci, Shanghai Inst Mat Med, Receptor Res Dept, State Key Lab Drug Res,CAS Key Lab, Shanghai 201203, Peoples R China; 2.Univ Basque Country UPV EHU, Fac Chem, Dept Organ Chem 1, San Sebastian 20018, Spain; 3.Basque Fdn Sci, Ikerbasque, Bilbao 48011, Spain |
推荐引用方式 GB/T 7714 | Zhou, Shengbin,Wang, Jiang,Chen, Xia,et al. Chemical Kinetic Resolution of Unprotected beta-Substituted beta-Amino Acids Using Recyclable Chiral Ligands[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2014,53(30):7883-7886. |
APA | Zhou, Shengbin,Wang, Jiang,Chen, Xia,Luis Acena, Jose,Soloshonok, Vadim A.,&Liu, Hong.(2014).Chemical Kinetic Resolution of Unprotected beta-Substituted beta-Amino Acids Using Recyclable Chiral Ligands.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,53(30),7883-7886. |
MLA | Zhou, Shengbin,et al."Chemical Kinetic Resolution of Unprotected beta-Substituted beta-Amino Acids Using Recyclable Chiral Ligands".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 53.30(2014):7883-7886. |
入库方式: OAI收割
来源:上海药物研究所
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