TiCl₄-n-Bu₄NI as a Reducing Reagent:  Pinacol Coupling and Enolate Formation from α-Haloketones

Takayuki Tsuritani, Saeko Ito, Hiroshi Shinokubo and Koichiro Oshima*

*Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto 606-8501, Japan

T. Tsuritani, S. Ito, H. Shinokubo, K. Oshima, J. Org. Chem., 2000, 65, 5066-5068.

DOI: 10.1021/jo0004254

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Abstract

Reduction systems based on TiCl₄/Bu₄NI or NbCl₅/Bu₄NI have the same reducing ability as low valent titanium reagents. Reduction of aromatic aldehydes or α-haloketones can be performed easily without using another reducing reagent.

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Key Words

Pinacol Coupling

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ID: J42-Y2000