Development of novel reactivitity of methylene acetals and its application to synthesis of heterocycles

Research Project

Project/Area Number	26460023
Research Category	Grant-in-Aid for Scientific Research (C)
Allocation Type	Multi-year Fund
Section	一般
Research Field	Chemical pharmacy
Research Institution	Kindai University
Principal Investigator	MAEGAWA Tomohiro 近畿大学, 薬学部, 准教授 (40363890)
Project Period (FY)	2014-04-01 – 2017-03-31
Project Status	Completed (Fiscal Year 2016)
Budget Amount *help	¥4,940,000 (Direct Cost: ¥3,800,000、Indirect Cost: ¥1,140,000) Fiscal Year 2016: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000) Fiscal Year 2015: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000) Fiscal Year 2014: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Keywords	メチレンアセタール / エポキシド / N,O-アセタール / 脱保護反応
Outline of Final Research Achievements	We developed a novel transformation reaction of methylene acetal using Phenylthiotrimethylsilane and N-bromosuccinimide. The reaction proceeded under mild conditions to afford the corresponding bromoformates, which could be converted to the corresponding epoxides by the treatment of NaOMe. This reaction was applicable to one-pot transformation from methylene acetal to eppoxide. The methylene acetal derived from aminoalcohol was also transformed under the same conditions giving the corresponding product.

Report

(4 results)