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Nozaki-Hiyama耦合_Nozaki-Hiyama-Kishi反应_Nozaki-Hiyama Coupling

Nozaki-Hiyama耦合
Nozaki-Hiyama-Kishi反应

卤化物和醛之间的这种偶联是铬诱导的氧化还原反应。一个关键优势是对醛的高化学选择性。缺点是使用过量的有毒铬盐。

较新的方法允许使用催化量的铬(II),其通过用还原或通过电化学还原而再生


Nozaki-Hiyama-Kishi耦合的机理

催化反应:





Recent Literature


Asymmetric Catalysis of Nozaki-Hiyama Allylation and Methallylation with A New Tridentate Bis(oxazolinyl)carbazole Ligand
M. Inoue, T. Suzuki, M. Nakada, J. Am. Chem. Soc.2003125, 1140-1141.


A Highly Enantioselective Catalyst for the Asymmetric Nozaki-Hiyama-Kishi Reaction of Allylic and Vinylic Halides
A. Berkessel, D. Menche, C. A. Sklorz, M. Schroeder, I. Paterson, Angew. Chem. Int. Ed.200342, 1032-1035.


Stereochemical Diversity in Chiral Ligand Design: Discovery and Optimization of Catalysts for the Enantioselective Addition of Allylic Halides to Aldehydes
J.-Y. Lee, J. J. Miller, S. S: Hamilton, M. S. Sigman, Org. Lett.20057, 1837-1839.


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