DNA-based asymmetric organometallic catalysis in water

DNA-based asymmetric organometallic catalysis in water
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DOI:
10.1039/c3sc00100h
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发表时间:
2013-01-01
期刊:
影响因子:
8.4
通讯作者:
Roelfes, Gerard
Roelfes, Gerard
中科院分区:
化学1区
文献类型:
--
作者:
Oelerich, Jens;Roelfes, Gerard

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在这里,描述了水中基于DNA的有机金属催化的第一个例子,该催化可以产生高对映选择性。强插层配体的铜络合物被发现能够使α-重氮-β-酮基砜在水中的不对称分子内环丙烷化。在鲑鱼睾丸DNA作为手性的唯一来源的情况下,使用双吡啶并[3,2-a:2 ',3'-c]吩嗪(dppz)衍生物作为配体,达到高达84%ee。
Here, the first examples of DNA-based organometallic catalysis in water that give rise to high enantioselectivities are described. Copper complexes of strongly intercalating ligands were found to enable the asymmetric intramolecular cyclopropanation of alpha-diazo-beta-keto sulfones in water. Up to 84% ee was achieved, in the presence of salmon testes DNA as the only source of chirality, using dipyrido [3,2-a: 2',3'-c] phenazine (dppz) derivatives as ligands.