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Updated: Mar 22, 2026

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Nickel(0)-catalyzed intramolecular reductive coupling of alkenes and aldehydes or ketones with hydrosilanes
Yukari Hayashi1, Yoichi Hoshimoto, Ravindra Kumar
1Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan. ogoshi@chem.eng.osaka-u.ac.jp.
Abstract:
A nickel(0)-catalyzed reductive coupling of aldehydes and simple alkenes with hydrosilanes has been developed. A variety of silyl-protected 1-indanol derivatives were prepared in a highly diastereoselective manner (up to >99 : 1 dr) by employing a combination of nickel(0)/N-heterocyclic carbene and triethylsilane. The present system was also applied to a reductive coupling with ketones. Preliminary results of a nickel(0)-catalyzed asymmetric three-component coupling reaction of an aldehyde, an alkene, and triethylsilane are also shown.
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