Development of asymmetric generation and amplification phenomenon from achiral substance

2015 Fiscal Year Final Research Report

• Project/Area Number: 25288017
• Research Category: Grant-in-Aid for Scientific Research (B)
• Allocation Type: Partial Multi-year Fund
• Section: 一般
• Research Field: Organic chemistry
• Research Institution: Chiba University
• Principal Investigator: Sakamoto Masami 千葉大学, 工学(系)研究科(研究院), 教授 (00178576)
• Project Period (FY): 2013-04-01 – 2016-03-31
• Keywords: 不斉合成 / 絶対不斉合成 / 優先晶出 / 動的結晶化 / アミノ酸 / 光化学 / 有機結晶 / コングロメレート

Outline of Final Research Achievements

Development of a new absolute asymmetric synthesis via chiral amplification was studied, which involved a chemical reaction generating chiral center from absolutely achiral starting substrates and dynamic preferential crystallization. The proposed method of chiral amplification was performed on the basis of next requirements. (1) Stereoselective reaction generating chiral center from achiral starting materials under absolutely achiral conditions. (2) Fast racemization of generated chiral center among preferential crystallization. New methodology of an absolute asymmetric synthesis was provided for a synthesis of amino acid derivatives involving reversible Michael addition of amines to enones and valuable heterocycles via many types of reversible reactions followed by dynamic preferential crystallization.

Free Research Field

有機化学