Asymmetric Synthesis of Chiral Molecules

手性分子的不对称合成

• 批准号: 05234103
• 负责人: YONEMITSU Osamu
• 金额: $ 62.98万
• 依托单位: Okayama University of Science (1994-1996)Hokkaido University (1993)
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research on Priority Areas
• 财政年份: 1993
• 资助国家: 日本
• 起止时间: 1993 至 1995
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/en/grant/KAKENHI-PROJECT-05234103/
• 关键词: asymmetric space; typical metal catalyst; transition metal catalyst; catalytic asymmetric synthesis; asymmetric total synthesis; Lewis acid base; selective reaction; chiral compound; 典型的金属系触媒

Asymmetric synthesis has developed rapidly and extensively, and is now growing into a new way of producing optically active chiral compounds that is more general and efficient than enzymatic reactions in many cases. The aim of this project "asymmetric synthesis of chiral molecules", which was executed by 62 organic chemists dividing into four research groups of asymmetric space, typical metal catalyst, transition metal catalyst and asymmetric total synthesis for three years beginning in 1993, was not only create various new asymmetric reactions by taking advantage of characteristics of typical and transition elements, but also to apply many enantio- and diastereoselective reactions to the synthesis of complex multi-chiral compounds including useful natural products.During 1993-1995, many new asymmetric reactions related to Diels-Alder, ene, aldol, nitroaldol, Michael, alkylation, protonationa and hydrosilylation reactions were developed, and many syntheses of complex natural products were also completed. This report is a compilation of typical results achieved by all the project members, and will assist the promotion of new research of not only the project members but many other organic chemists.

不对称合成反应发展迅速，现已成为一种比酶促反应更普遍、更有效的制备光学活性手性化合物的新方法。本课题“手性分子的不对称合成”是由62位有机化学家组成的不对称空间、典型金属催化剂、过渡金属催化剂和不对称全合成四个研究组从1993年开始历时三年完成的，其目的不仅是利用典型和过渡元素的特性创造各种新的不对称反应，在1993-1995年期间，发展了许多与Diels-Alder反应、烯反应、羟醛反应、硝基羟醛反应、Michael反应、烷基化反应、质子化反应和硅氢加成反应有关的不对称反应，并完成了许多复杂天然产物的合成。本报告是所有项目成员取得的典型成果的汇编，不仅有助于促进项目成员的新研究，也有助于促进许多其他有机化学家的新研究。

项目成果

O.Yonemitsu: "Lewis Acid-Prompted Diastereoselective Radical Cyclization Using Chiral α,β-Unsaturated Esters." J.Am.Chem.Soc.116. 6455-6456 (1994)

O.Yonemitsu：“使用手性 α,β-不饱和酯进行路易斯酸促进的非对映选择性自由基环化。”J.Am.Chem.Soc.116 (1994)。

T. Hayashi: "Catalytic Asymmetric Synthesis of Axially Chiral Biaryls by Palladium-Catalyzed Enantioposition-Selective Cross-Coupling." J. Am. Chem. Soc.117. 9101-9102 (1995)

T. Hayashi：“通过钯催化对映选择性交叉偶联催化不对称合成轴向手性联芳基化合物。”

K.Koga: "Catalytic Asymmetric Benzylation of Achiral Lithium Enolates Using a Chiral Ligand for Lithium in the Presence of an Achiral Ligand." J.Am.Chem.Soc.116. 8829 (1994)

K.Koga：“在非手性配体存在下，使用锂的手性配体对非手性锂烯醇化物进行催化不对称苄基化。”

T.Hayashi: "Homochiral 2,2'-Bis(oxazolyl)-1,1'-binaphthyls as Ligands for Asymmetric Cyclopropanation." Tetrahedron:Asymmetry.7. 1603-1606 (1996)

T.Hayashi：“同手性 2,2-双(恶唑基)-1,1-联萘作为不对称环丙烷化的配体。”

T.Hayashi: "Homochiral 2,2′-Bis(oxazolyl)-1,1′-binaphthyls as Ligands for Asymmetric Cyclopropanation." Tetrahedron : Asymmetry.7. 1603-1606 (1996)

T.Hayashi：“同手性 2,2′-双(恶唑基)-1,1′-联萘作为不对称环丙烷化的配体。” 1603-1606 (1996)。