Peptide-Catalyzed Asymmetric Baylis-Hillman Reaction

肽催化不对称 Baylis-Hillman 反应

• 批准号: 6692266
• 负责人: JASON E IMBRIGLIO
• 金额: $ 3.86万
• 依托单位: BOSTON COLLEGE
• 依托单位国家: 美国
• 财政年份: 2003
• 资助国家: 美国
• 起止时间: 2003-09-01 至 2004-07-31
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/6692266
• 关键词: catalyst; chemical reaction; conformation; method development; peptide chemical synthesis; postdoctoral investigator; stereochemistry

DESCRIPTION (provided by applicant): The research proposal proposed herein describes the development of imidazole-functionalized peptides as catalysts: for the asymmetric Baylis-Hillman reaction. The results of such investigations will be the application of such C-C bond forming methods in a diversity-oriented synthesis toward multifunctional complex macrocycles. Specifically, we will be incorporating imidazole functionalized amino acids into peptides that have a propensity to form well defined conformations. We will proceed to screen the peptides for enantioselective catalytic activity in the Baylis-Hillman reaction. The result will be the development of a general catalytic method toward generating hydroxy-enones with complete stereocontrol. With an interest in applying the asymmetric Baylis-Hillman reaction in diversity-oriented synthesis, we will utilize the multifunctional nature of the hydroxy-enone to build a diverse library of stereochemically and structurally complex molecules.

描述（由申请人提供）：本文提出的研究方案描述了咪唑官能化肽作为催化剂的开发：用于不对称Baylis-Hillman反应。这些研究的结果将是这种C-C键形成方法在多功能复杂大环化合物的多样性导向合成中的应用。具体来说，我们将咪唑功能化的氨基酸纳入肽，有形成明确的构象的倾向。我们将继续筛选肽在Baylis-Hillman反应中的对映选择性催化活性。其结果将是一个通用的催化方法朝着生成羟基烯酮与完全立体控制的发展。随着兴趣的不对称Baylis-Hillman反应在多样性导向的合成中的应用，我们将利用羟基烯酮的多功能性来构建立体化学和结构复杂分子的多样性库。