Mild and nonracemizing conditions for Ullmann-type diaryl ether formation between aryl iodides and tyrosine derivatives
文献类型:期刊论文
| 作者 | Cai Q(蔡倩) ; He G(何刚) ; Ma DW(马大为) |
| 刊名 | J. Org. Chem.
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| 出版日期 | 2006 |
| 卷号 | 71期号:14页码:5268-5273 |
| ISSN号 | 0022-3263 |
| 其他题名 | 非消旋、温和的条件下利用芳基卤代物与酪氨酸衍生物合成二芳基醚类化合物 |
| 通讯作者 | 马大为 |
| 英文摘要 | [GRAPHICS] CuI/N,N-dimethylglycine-catalyzed coupling reaction of L-tyrosine derivatives and L-phenylalanine-derived iodides in the presence of Cs2CO3 works at 90 degrees C to provide the corresponding diaryl ether. Partial racemization occurs when N-Boc- and N-Cbz-protected aromatic amino esters are used, while N-trityl-and N,N-dibenzyl-protected aromatic amino esters give rise to coupling products without loss of optical purity. Little racemization is also observed in cases of N-Boc- and N-Cbz- protected aromatic amino acids as substrates. But their reaction yields are moderate. On the basis of these studies, shorter protocols for assembling (S,S)-isodityrosine and K-13 are developed. |
| 学科主题 | 生命有机化学 |
| 收录类别 | SCI |
| 原文出处 | http://dx.doi.org/10.1021/jo0606960 |
| 语种 | 英语 |
| WOS记录号 | WOS:000238665500024 |
| 公开日期 | 2013-02-19 |
| 源URL | [http://202.127.28.38/handle/331003/15519] ![]() |
| 专题 | 上海有机化学研究所_生命有机化学国家重点实验室 |
| 推荐引用方式 GB/T 7714 | Cai Q,He G,Ma DW. Mild and nonracemizing conditions for Ullmann-type diaryl ether formation between aryl iodides and tyrosine derivatives[J]. J. Org. Chem.,2006,71(14):5268-5273. |
| APA | 蔡倩,何刚,&马大为.(2006).Mild and nonracemizing conditions for Ullmann-type diaryl ether formation between aryl iodides and tyrosine derivatives.J. Org. Chem.,71(14),5268-5273. |
| MLA | 蔡倩,et al."Mild and nonracemizing conditions for Ullmann-type diaryl ether formation between aryl iodides and tyrosine derivatives".J. Org. Chem. 71.14(2006):5268-5273. |
入库方式: OAI收割
来源:上海有机化学研究所
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