Development of New Synthetic Reactions Based on Generation of Organometallic Species of Unstable Valency

2015 Fiscal Year Final Research Report

• Project/Area Number: 25620034
• Research Category: Grant-in-Aid for Challenging Exploratory Research
• Allocation Type: Multi-year Fund
• Research Field: Organic chemistry
• Research Institution: Tokyo University of Science, Yamaguchi
• Principal Investigator: Hojo Makoto 山口東京理科大学, 工学部, 教授 (50229150)
• Project Period (FY): 2013-04-01 – 2016-03-31
• Keywords: Rieke亜鉛 / 還元 / 不飽和結合 / 還元的二量化 / 還元的環化

Outline of Final Research Achievements

It was found that reductive dimerization of α,β-unsaturated esters at β-position took place in Rieke zinc Zn*-LDBB (lithium di-tert-butylbiphenylide) system to afford the corresponding adipates. Reductive cyclization reactions of bis-enoates, keto-enoates, and keto-alkenes were also found in the Zn*-LDBB system. These reactions are thought to proceed through chain mechanism based on high one-electron reducing ability of Rieke zinc toward radical anion generated from substrate.

Free Research Field

有機合成化学