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Purely Chemical Approach for Preparation of D-alpha-Amino Acids via (S)-to-(R)-Interconversion of Unprotected Tailor-Made alpha-Amino Acids

文献类型：期刊论文

作者Nian, Yong2; Wang, Jiang2; Zhou, Shengbin2; Dai, Wenhao2; Wang, Shuni2; Moriwaki, Hiroki3; Kawashima, Aki3; Soloshonok, Vadim A.1,4; Liu, Hong2
刊名JOURNAL OF ORGANIC CHEMISTRY
出版日期2016-05-06
卷号81期号:9页码:3501-3508
ISSN号0022-3263
DOI10.1021/acs.joc.5b02707
文献子类Article
英文摘要Unnatural (R)-alpha-amino acids (alpha-AAs) are in growing demand in the biomedical research and pharmaceutical industries. In this work, we present development of a purely chemical approach for preparation of (R)-alpha-AAs via (S)-to-(R)interconversion of natural and tailor-made (S)-alpha-AAs. The method can be used on free, unprotected a-AAs and features a remarkable structural generality including substrates bearing tertiary alkyl chains and reactive functional groups. These attractive characteristics, combined with simplicity of reaction conditions and virtually complete stereochemical outcome, constitute a true methodological advance in this area, rivaling previously reported chemical and biocatalytic approaches.
WOS关键词DYNAMIC KINETIC RESOLUTION ; ASYMMETRIC-SYNTHESIS ; STEREOSELECTIVE-SYNTHESIS ; DERIVATIVES ; BIOTRANSFORMATIONS ; DERACEMIZATION ; PEPTIDES ; LIGANDS ; GLYCINE
资助项目National Natural Science Foundation of China[91229204] ; National Natural Science Foundation of China[81220108025] ; Major Project of Chinese National Programs for Fundamental Research and Development[2015CB910304] ; Shanghai Science and Technology Development Funds[00000000]
WOS研究方向Chemistry
语种英语
WOS记录号WOS:000375890100004
出版者AMER CHEMICAL SOC
源URL[http://119.78.100.183/handle/2S10ELR8/276043]  
专题药物化学研究室
通讯作者Soloshonok, Vadim A.; Liu, Hong
作者单位1.Univ Basque Country UPV EHU, Dept Organ Chem 1, Fac Chem, Alameda Urquijo 36-5,Plaza Bizkaia, Bilbao 48011, Spain;
2.Chinese Acad Sci, Shanghai Inst Mat Med, CAS Key Lab Receptor Res, 555 Zuchongzhi Rd, Shanghai 201203, Peoples R China;
3.Hamari Chem Ltd, Higashi Yodogawa Ku, 1-4-29 Kunijima, Osaka 5330024, Japan;
4.Basque Fdn Sci, Ikerbasque, Alameda Urquijo 36-5,Plaza Bizkaia, Bilbao 48011, Spain
推荐引用方式
GB/T 7714		 Nian, Yong,Wang, Jiang,Zhou, Shengbin,et al. Purely Chemical Approach for Preparation of D-alpha-Amino Acids via (S)-to-(R)-Interconversion of Unprotected Tailor-Made alpha-Amino Acids[J]. JOURNAL OF ORGANIC CHEMISTRY,2016,81(9):3501-3508.
APA Nian, Yong.,Wang, Jiang.,Zhou, Shengbin.,Dai, Wenhao.,Wang, Shuni.,...&Liu, Hong.(2016).Purely Chemical Approach for Preparation of D-alpha-Amino Acids via (S)-to-(R)-Interconversion of Unprotected Tailor-Made alpha-Amino Acids.JOURNAL OF ORGANIC CHEMISTRY,81(9),3501-3508.
MLA Nian, Yong,et al."Purely Chemical Approach for Preparation of D-alpha-Amino Acids via (S)-to-(R)-Interconversion of Unprotected Tailor-Made alpha-Amino Acids".JOURNAL OF ORGANIC CHEMISTRY 81.9(2016):3501-3508.

入库方式： OAI收割

来源：上海药物研究所

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