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2014 Fiscal Year Final Research Report

Development of Organic Reactions Using New 1,4-Zwitterionic Intermediates

Research Project

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Project/Area Number 24590007
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Chemical pharmacy
Research InstitutionKanazawa University

Principal Investigator

MATSUO Junichi  金沢大学, 薬学系, 教授 (50328580)

Project Period (FY) 2012-04-01 – 2015-03-31
Keywords有機化学
Outline of Final Research Achievements

We found that 1,4-zwitterionic intermediates which were formed by Lewis acid-mediated ring cleavage of 3-alkoxy or 3-aminocyclobutanones reacted with indoles at their C2-C3 double bonds to afford the corresponding hydrocarbazoles. We accomplished total synthesis of racemic aspidospermidine and synthesis of partial structure of racemic strictamine by using the above-mentioned cycloaddition reaction.
Furthermore, we accomplished optically active thromboxane B2 by using formal [4+2] cycloaddition reaction between a 3-alkoxycyclobutanone and an aldehyde.

Free Research Field

有機合成化学

URL: 

Published: 2016-06-03  

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