Development of New Methods for Catalytic Organic Synthesis via Chain Walking

2016 Fiscal Year Final Research Report

• Project/Area Number: 25708019
• Research Category: Grant-in-Aid for Young Scientists (A)
• Allocation Type: Partial Multi-year Fund
• Research Field: Synthetic chemistry
• Research Institution: Keio University
• Principal Investigator: Kochi Takuya 慶應義塾大学, 理工学部, 講師 (70396779)
• Project Period (FY): 2013-04-01 – 2017-03-31
• Keywords: パラジウム触媒 / 環化反応 / チェーンウォーキング / 有機合成 / 五員環形成反応 / 1,n-ジエン / ヒドロシリル化 / アルケン異性化反応

Outline of Final Research Achievements

As a method to introduce a functional group at the reaction initiation site in the palladium-catalyzed chain-walking cycloisomerization of 1,n-dienes, we developed a cyclization/hydrosilylation of 1,n-dienes via chain-walking. In the presence of palladium catalysts, the reaction of various 1,n-dienes with hydrosilanes proceeded to give products formed by five-membered ring formation after the introduction of a silyl group, followed by chain walking. We also investigated on how to control the position of the alkene formed after the chain-walking process and found that the use of siloxy groups to form silyl enol ethers was effective for settling the position of the alkene after chain walking.

Free Research Field

有機金属化学