안녕하세요.

다음주 화요일(3월 8일)에 Plenary Seminar가 진행됩니다.        

참석 부탁드립니다.

감사합니다.       

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제  목 :  Pot Economy in Total Synthesis

연  사 :  Prof.Yujiro Hayashi(Department of Chemistry, Tohoku University, Japan)

일  시 :  2016년 3월 8일(화) 오후 4시 15분   
장  소 :  화학관 첨단강의실(330118호)

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Pot Economy in Total Synthesis

Yujiro Hayashi
Department, Tohoku University, Japan
E-mail: yhayashi@m.tohoku.ac.jp
http://www.ykbsc.chem.tohoku.ac.jp

One-pot operations are an effective method for both carrying out several transformations and forming several bonds in a single-pot, while at the same time cutting out several purifications, minimizing chemical waste generation, and saving time. Thus, a one-pot reaction can be not only efficient, but also green and environmentally friendly, and “pot-economy” should be considered in planning a synthesis.1 Organocatalyst is an effective catalyst to carry out several reactions in a same vessel. Our group2 and Jørgensen’s group3 independently discovered that diphenylprolinol silyl ether, which is easily synthesized from proline, is an effective organocatalyst in the reaction nvolving enamine and iminium ion as a reactive intermediate. We have been investigating the application of this catalyst to the one-pot synthesis of biologically active compounds. We have already reported three pot synthesis of (-)-oseltamivir, a neuraminidase inhibitor used in the treatment of human influenza, based on the diphenylprolinol silyl ether mediated Michael reaction of aldehyde and nitroalkene as a key step. Recently we have accomplished “one-pot” synthesis of (-)-oseltamivir without evaporation nor solvent exchange by the modification of the previous three pot synthesis.4 We further applied one-pot synthetic strategy to the total synthesis of prostaglandin E1methyl ester, and accomplished three “one-pot” synthesis of this biologically important molecule.5 Recently (S)-baclofen was synthesized via one-pot sequential reaction from the commercially available compounds.A recent progress in the one-pot synthesis will be described.