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Chemical Dynamic Thermodynamic Resolution and S/R Interconversion of Unprotected Unnatural Tailor-made alpha-Amino Acids

文献类型：期刊论文

作者Wang, Shuni2; Zhou, Shengbin2; Wang, Jiang2; Yong Nian2; Kawashima, Aid1; Moriwaki, Hiroki1; Acena, Jose L.4; Sooshonok, Vadim A.3,4; Liu, Hong2
刊名JOURNAL OF ORGANIC CHEMISTRY
出版日期2015-10-16
卷号80期号:20页码:9817-9830
ISSN号0022-3263
DOI10.1021/acs.joc.5b01292
文献子类Article
英文摘要Described here is an advanced, general method for purely chemical dynamic thermodynamic resolution and S/R interconversion of unprotected tailor-made alpha-amino acids (alpha-AAs) through intermediate formation of the corresponding nickel(11)-chelated Schiff bases. The method features virtually complete stereochemical outcome, broad substrate generality (35 examples), and operationally convenient conditions allowing for large-scale preparation of the target alpha-AAs in enantiomerically pure form. Furthermore, the new type of nonracemizable axially chiral ligands can be quantitatively recycled and reused, rendering the whole process economically and synthetically attractive.
WOS关键词ENANTIOSELECTIVE BIOMIMETIC TRANSAMINATION ; CONVENIENT ASYMMETRIC-SYNTHESIS ; KINETIC RESOLUTION ; (R)-3-AMINO-4,4,4-TRIFLUOROBUTANOIC ACID ; AZLACTONES ; DERIVATIVES ; EFFICIENT ; PEPTIDES ; ORGANOCATALYSTS ; HYDROGENATION
资助项目National Natural Science Foundation of China[81302633] ; National Natural Science Foundation of China[21472209] ; National Natural Science Foundation of China[91229204] ; National High Technology Research and Development Program of China[2012AA020302] ; Chinese National Programs for Fundamental Research and Development[2015CB910304]
WOS研究方向Chemistry
语种英语
WOS记录号WOS:000363224600002
出版者AMER CHEMICAL SOC
源URL[http://119.78.100.183/handle/2S10ELR8/276358]  
专题药物化学研究室
通讯作者Sooshonok, Vadim A.
作者单位1.Hamad Chem Ltd, Higashi Yodogawa Ku, Osaka 5330024, Japan;
2.Chinese Acad Sci, Shanghai Inst Mat Med, Key Lab Receptor Res, Shanghai 201203, Peoples R China;
3.Ikerbasque, Basque Fdn Sci, Bilbao 48011, Spain
4.Univ Basque Country, UPV EHU, Fac Chem, Dept Organ Chem 1, San Sebastian 20018, Spain;
推荐引用方式
GB/T 7714		 Wang, Shuni,Zhou, Shengbin,Wang, Jiang,et al. Chemical Dynamic Thermodynamic Resolution and S/R Interconversion of Unprotected Unnatural Tailor-made alpha-Amino Acids[J]. JOURNAL OF ORGANIC CHEMISTRY,2015,80(20):9817-9830.
APA Wang, Shuni.,Zhou, Shengbin.,Wang, Jiang.,Yong Nian.,Kawashima, Aid.,...&Liu, Hong.(2015).Chemical Dynamic Thermodynamic Resolution and S/R Interconversion of Unprotected Unnatural Tailor-made alpha-Amino Acids.JOURNAL OF ORGANIC CHEMISTRY,80(20),9817-9830.
MLA Wang, Shuni,et al."Chemical Dynamic Thermodynamic Resolution and S/R Interconversion of Unprotected Unnatural Tailor-made alpha-Amino Acids".JOURNAL OF ORGANIC CHEMISTRY 80.20(2015):9817-9830.

入库方式： OAI收割

来源：上海药物研究所

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