Synthesis of Quaternary-Carbon-Containing and Functionalized Enantiopure Pentanecarboxylic Acids from Biocatalytic Desymmetrization of meso-Cyclopentane-1,3-Dicarboxamides
文献类型：期刊论文
| 作者 | Ao, Yu-Fei1; Wang, De-Xian1; Zhao, Liang2; Wang, Mei-Xiang2 |
| 刊名 | CHEMISTRY-AN ASIAN JOURNAL
 |
| 出版日期 | 2015-04-01 |
| 卷号 | 10期号:4页码:938-947 |
| 关键词 | biotransformations cyclopentanes desymmetrization enantioselectivity enzymes |
| 英文摘要 | Catalyzed by Rhodococcus erythropolis AJ270, a nitrile hydratase-amidase containing microbial whole-cell catalyst under mild conditions, enantioselective desymmetrizations of meso-cyclopentane-1,3-dicarbonitriles and cyclopentane-1,3-dicarboxamides were studied. Although the nitrile hydratase was found to exhibit high enzymatic activity, but low 1R enantioselectivity toward dinitriles, a number of 2,2-unsymmetrically substituted meso-cyclopentane-1,3-dicarboxamide substrates were converted by the 1S enantioselective amidase into quaternary carbon-bearing enantiopure (1S,2R,3R)-3-carbamoylcyclopentanecarboxylic acids in yields up to 94%. The application of the method was demonstrated by convenient and practical transformations of the resulting (1S,2R,3R)-2-allyl-3-carbamoylcyclopentanecarboxylic acid derivatives into functionalized cyclopentane-fused -lactam and -lactone compounds. |
| 收录类别 | SCI |
| 语种 | 英语 |
| 公开日期 | 2015-11-03 |
| 源URL | [http://ir.iccas.ac.cn/handle/121111/28477]  |
| 专题 | 化学研究所_分子识别与功能实验室 |
| 作者单位 | 1.Chinese Acad Sci, Inst Chem, CAS Key Lab Mol Recognit & Funct, Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China 2.Tsinghua Univ, Minist Educ, Key Lab Bioorgan Phosphorous Chem & Chem Biol, Beijing 100084, Peoples R China |
| 推荐引用方式 GB/T 7714 | Ao, Yu-Fei,Wang, De-Xian,Zhao, Liang,et al. Synthesis of Quaternary-Carbon-Containing and Functionalized Enantiopure Pentanecarboxylic Acids from Biocatalytic Desymmetrization of meso-Cyclopentane-1,3-Dicarboxamides[J]. CHEMISTRY-AN ASIAN JOURNAL,2015,10(4):938-947. |
| APA | Ao, Yu-Fei,Wang, De-Xian,Zhao, Liang,&Wang, Mei-Xiang.(2015).Synthesis of Quaternary-Carbon-Containing and Functionalized Enantiopure Pentanecarboxylic Acids from Biocatalytic Desymmetrization of meso-Cyclopentane-1,3-Dicarboxamides.CHEMISTRY-AN ASIAN JOURNAL,10(4),938-947. |
| MLA | Ao, Yu-Fei,et al."Synthesis of Quaternary-Carbon-Containing and Functionalized Enantiopure Pentanecarboxylic Acids from Biocatalytic Desymmetrization of meso-Cyclopentane-1,3-Dicarboxamides".CHEMISTRY-AN ASIAN JOURNAL 10.4(2015):938-947. |
入库方式： OAI收割
来源：化学研究所
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