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■ Stereospecific Synthesis of (E)- or (Z)-α-Stylbazole from 2-(Trimethylsilylmethyl)pyridine and Benzaldehyde Phenylhydrazones

Takeo Konakahara,* Hiromi Nishigaki, Atsuo Watanabe, and Kenji Sato

*Department of Industrial Chemistry, Faculty of Science and Technology, Science University of Tokyo, 2641 Yamazaki, Noda, Chiba 278-8510, Japan

Abstract

In the presence of crown ethers, [2.1.1]-cryptand, di-, tri-, or tetraglyme, lithiated 2-(trimethylsilylmethyl)pyridine reacts with benzaldehyde methylphenylhydrazone to give stereospecifically (E)- or (Z)-α-stylbazole in good yield.