Peptide-Catalyzed Asymmetric Baylis-Hillman Reaction

描述(申请人提供)：本文提出的研究方案描述了咪唑功能化多肽作为催化剂的发展：用于不对称Baylis-Hillman反应。这些研究的结果将是这种C-C键形成方法在面向多功能复杂大环的多样性合成中的应用。具体地说，我们将把咪唑功能化氨基酸加入到有形成明确构象倾向的多肽中。我们将继续筛选这些多肽在Baylis-Hillman反应中的对映选择性催化活性。其结果将是开发出一种通用的催化方法，以生成完全立体控制的羟基烯酮。为了将不对称Baylis-Hillman反应应用于以多样性为导向的合成，我们将利用羟基烯酮的多功能性质来构建一个立体化学和结构复杂的多样化的分子库。

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.