The Asymmetric Synthesis of alpha Amino Acids

本研究的重点是α -氨基酸合成技术的发展。待探索的主要方法包括：1)丙烯基硅烷和丁基硅烷/锡烷添加到恶嗪基氧鎓离子上以获得羟甲基肽同分异构体；2)螺旋体前列腺素的不对称（1,3）偶极环加成方法；3)通过分子间和分子内SN2′反应以及E-和z - α， β -脱氢恶嗪酮自由基加成的不对称β， β -二取代α -氨基酸；4) z - β、γ -不饱和α -氨基酸和z -1-氨基环丙烷羧酸的制备。有了这个更新奖，有机和大分子化学项目支持科罗拉多州立大学化学系的罗伯特·m·威廉姆斯博士的研究。威廉姆斯教授将致力于开发高效、选择性和实用的方法，以构建具有重要生物学意义的α -氨基酸及其光学纯净形式的衍生物。

The focus of this research is the development of synthetic techniques for the preparation of alpha-amino acids. The main classes of methodology to be explored include: 1) allyl and crotyl silane/stannane additions to oxazinal-based oxonium ions to access hydroxymethylene peptide isostere; 2) an asymmetric (1,3) dipolar cycloaddition approach to spirotryprostatin; 3) unsymmetrically beta, beta-disubstituted alpha-amino acids via inter- and intramolecular SN2' reactions and via radical additions to E- and Z-alpha, beta-dehydro oxazinones; 4) preparation of Z-beta, gamma-unsaturated-alpha-amino acids and Z-1-aminocyclopropanecarboxylic acids. With this renewal award, the Organic and Macromolecular Chemistry Program is supporting the research of Dr. Robert M. Williams of the Department of Chemistry at Colorado State University. Professor Williams will focus his work on developing efficient, selective and practical methodology for the construction of biologically important alpha-amino acids and their derivatives in optically pure form.