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学科主题: 生命有机化学
题名: Mild and nonracemizing conditions for Ullmann-type diaryl ether formation between aryl iodides and tyrosine derivatives
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
作者: Cai Q(蔡倩) ; He G(何刚) ; Ma DW(马大为)
通讯作者: 马大为
刊名: J. Org. Chem.
发表日期: 2006
卷: 71, 期:14, 页:5268-5273
收录类别: SCI
部门归属: 上海有机所
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.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000238665500024
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/15519
Appears in Collections:生命有机化学国家重点实验室_期刊论文

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Recommended Citation:
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.
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