Development of the highly efficient iron-catalyzed asymmetric reaction system aimed for the versatile synthesis of chiral compounds of biological interest

开发高效铁催化不对称反应系统，旨在多功能合成具有生物意义的手性化合物

• 批准号: 23590011
• 负责人: MATSUNAGA Hirofumi
• 金额: $ 3.41万
• 依托单位: Kumamoto University
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research (C)
• 财政年份: 2011
• 资助国家: 日本
• 起止时间: 2011 至 2013
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-23590011/
• 关键词: 鉄; 触媒; エポキシ化; 酸化; 1,2-ジアミン; キラル合成子; 生理活性物質; 配位子; 不斉配位子

A new method was established for the preparation of trans-4,5-dimethoxy-2-imidazolidinone (DMIm), versatile chiral synthon for the preparation of various optically active 1,2-diamines which were very useful in the field of pharmaceutical and/or agrochemical science, via the Fe(III)-catalyzed oxidation of 2-imidazolone by H2O2-urea followed by the subsequent optical resolution via the introduction of a MAC moiety. Chiral DMIm was also available from highly diastereoselective Fe-catalyzed oxidation of chiral 2-imidazolone. Enantioselective oxidation of trans-stilbene catalyzed by chiral "roofed" cis-1,2-diamine-iron complex was tried and moderate enantioselectivity was achieved.

A new method was established for the preparation of trans-4,5-dimethoxy-2-imidazolidinone (DMIm), versatile chiral synthon for the preparation of various optically active 1,2-diamines which were very useful in the field of pharmaceutical and/or agrochemical science, via the Fe(III)-catalyzed oxidation of 2-imidazolone by H2O2-urea followed by the随后通过引入MAC部分的光学分辨率。手性DMIM也可从高度非对映选择性的Fe催化2-咪唑酮的氧化中获得。尝试了手性“屋顶” cis-1,2-二胺铁复合物催化的反苯甲酸对映选择性氧化，并实现了适度的对映选择性。

项目成果

創薬基盤分子設計学

药物发现基础分子设计

A Study of the Various Factors That Affect the Properties of Molecularly Imprinted Polymers

影响分子印迹聚合物性能的各种因素的研究

• DOI: 10.1248/cpb.c12-01044
• 发表时间: 2013
• 期刊: Chemical and Pharmaceutical Bulletin
• 影响因子: 1.7
• 作者: Yasuyama;T.; Matsunaga;H.; Ando;S.; Ishizuka;T.
• 通讯作者: T.

Molecularly imprinted polymer を利用した不斉合成反応の試み

使用分子印迹聚合物进行不对称合成的尝试

• 发表时间: 2012
• 作者: 安山卓郎;松永浩文;安藤 眞;石塚忠男
• 通讯作者: 石塚忠男

A Simple, Iron-Catalyzed, Pyridine-Assisted Hydrogen Peroxide Epoxidation System

简单的铁催化吡啶辅助过氧化氢环氧化系统

• DOI: 10.1248/cpb.59.799
• 发表时间: 2011
• 期刊: Chemical and Pharmaceutical Bulletin
• 影响因子: 1.7
• 作者: Mingyu;J.; Matsunaga;H.; Ishizuka;T.
• 通讯作者: T.

配座固定cis-1,2-ジアミンを利用したアミン-チオウレア型触媒の創製と反応

使用构象固定的顺式-1,2-二胺制备胺-硫脲型催化剂并进行反应

• 发表时间: 2013
• 作者: 松永浩文;田嶋大輔;川内哲郎;安藤眞;石塚忠男
• 通讯作者: 石塚忠男