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2015 Fiscal Year Final Research Report

Creation of Innovative Organocatalysts Using the Network of Intermolecular Interactions

Planned Research

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Project AreaAdvanced Molecular Transformations by Organocatalysts
Project/Area Number 23105007
Research Category

Grant-in-Aid for Scientific Research on Innovative Areas (Research in a proposed research area)

Allocation TypeSingle-year Grants
Review Section Science and Engineering
Research InstitutionKyoto University

Principal Investigator

TAKEMOTO Yoshiji  京都大学, 薬学研究科(研究院), 教授 (20227060)

Co-Investigator(Kenkyū-buntansha) MIYABE Hideto  兵庫医療大学, 薬学部, 教授 (10289035)
KOBAYASHI Yusuke  京都大学, 大学院薬学研究科, 助教 (90509275)
Project Period (FY) 2011-04-01 – 2016-03-31
Keywords有機触媒 / 不斉反応 / 水素結合 / ハロゲン結合 / ルイス塩基 / ルイス酸 / 天然物合成 / 複素環化学
Outline of Final Research Achievements

With an aim of developing innovative organocatalysts, we designed new organocatalysts bearin a Lewis base or Lewis acid moiety such as aminothioureas, benzothiadiazines, NHC’s, phosphoric acids, halogen-bond donors. After many screening of these catalysts, a wide range of asymmetric reactions have been developed: (1) bifunctional aminothioureas (Neber reaction and aldol reaction), (2) benzothiadiazines (epoxidation, synthesis of allenoates, oxa-Michael addition), (3) TEMPO-promoted aerobic oxidation, (4) NHC-catalysts (thioesterification, synthesis of 3,3-disubstituted indoline-2-thiones), (5) phosphoric acids (anti-α,β-diamino acid derivatives), (6) halogen-bond donor catalysts (semi-pinacol rearrangement, direct dehydroxylative coupling reaction of alcohols with organosilanes), (7) arylboronic acids (hetero-Michael addition to α,β-unsaturated carboxylic acids), (8) total synthesis of nakadomarin A, caprazamycin A, and beraprost.

Free Research Field

化学系薬学

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Published: 2017-05-10  

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