New Methods for the Synthesis of Biaryl Compounds

联芳基化合物合成新方法

• 批准号: 0848704
• 负责人: Rich Carter
• 金额: $ 29.6万
• 依托单位: Oregon State University
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2009
• 资助国家: 美国
• 起止时间: 2009-09-01 至 2012-08-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=0848704&HistoricalAwards=false
• 关键词: New; Methods; Synthesis; Biaryl; Compounds

This project will continue work on the development of novel methods for the construction of biaryl compounds. During the upcoming funding period, research will be focused in three areas. First, the development of enantioenriched methods for constructing biaryl compounds using chiral dienes will be studied. Current methods are limited by substrate scope and scalability. Second, the synthesis of a series of axially chiral biaryl amino acid compounds and their coupling within standard polypeptide chains will be explored. Axially-chiral amino acids are a new class of peptide mimetics and will provide novel tools for biochemists. Third, the utility of ortho-nitro phenyl alkynes to undergo [3+2] dipolar cycloadditions will be investigated. Previously, the feasibility of [4+2] cycloadditions has been demonstrated using this protocol and this new study will help to expand the scope of this cycloaddition approach to polyaromatic compounds. With this award, the Organic and Macromolecular Chemistry Program is supporting the research of Professor Rich Carter of the Department of Chemistry at Oregon State University. Professor Carter's research efforts revolve around the development of novel methods for the construction of complicated polyaromatic compounds. Such compounds have considerable applications as ligands in the field of asymmetric catalysis as well as key pharmacophores in the pharmaceutical industry.

该项目将继续致力于开发构建联芳基化合物的新方法。 在即将到来的资助期内，研究将集中在三个领域。 首先，将研究使用手性二烯构建联芳基化合物的对映体富集方法的开发。 当前的方法受到底物范围和可扩展性的限制。 其次，将探索一系列轴向手性联芳基氨基酸化合物的合成及其在标准多肽链内的偶联。 轴向手性氨基酸是一类新型肽模拟物，将为生物化学家提供新的工具。 第三，将研究邻硝基苯基炔进行[3+2]偶极环加成的效用。 此前，已使用该方案证明了[4+2]环加成的可行性，这项新研究将有助于扩大这种环加成方法对聚芳香族化合物的范围。有机与高分子化学项目通过该奖项支持俄勒冈州立大学化学系 Rich Carter 教授的研究。 卡特教授的研究工作围绕开发构建复杂聚芳烃化合物的新方法。 此类化合物作为不对称催化领域的配体以及制药工业中的关键药效​​团具有相当大的应用。