A Challenge for Developing Anti-Markovnikov Hydration of Terminal Alkenes
Project/Area Number |
22655025
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Research Category |
Grant-in-Aid for Challenging Exploratory Research
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Allocation Type | Single-year Grants |
Research Field |
Synthetic chemistry
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Research Institution | Kyoto University |
Principal Investigator |
KONDO Teruyuki 京都大学, 学際融合教育研究推進センター・先端医工学研究ユニット, 教授 (20211914)
|
Project Period (FY) |
2010 – 2011
|
Project Status |
Completed (Fiscal Year 2011)
|
Budget Amount *help |
¥3,520,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥420,000)
Fiscal Year 2011: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Fiscal Year 2010: ¥1,700,000 (Direct Cost: ¥1,700,000)
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Keywords | パラジウム / ルテニウム / アルケン / イソプレノール / 反マルコフニコフ則 / アルコール / 酸化反応 / 環化反応 / 反マルコフニコフ / テトラヒドロフラン |
Research Abstract |
We have examined the cyclization of isoprenol in the presence of several transition-metal catalysts, and found that the cyclization of isoprenol occurred smoothly in alcohols under 1 atm of O2 by using a catalyst system of PdCl_2 and CuCl_2, to give 2-alkoxy-3-methyltetrahydrofuran, not to oxetane. This result clearly indicated that the present catalyst system realized anti-Markovnikov-type intramolecular addition of hydroxyl group to a terminal C=C bond in isoprenol. As a result, the present study offered the fundamental and important methodology, which are essential for developing transition-metal catalyzed anti-Markovnikov hydration of terminal alkenes.
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Report
(3 results)
Research Products
(41 results)