ASYMMETRIC CATALYSIS OF STRECKER AMINO ACID SYNTHESIS

描述：首席调查员表示，他最近 开发了一种简单的环状二肽，它有效地催化了 非蛋白性α-氨基酸的Strecker合成 苯甘氨酸由苯甲醛、氨和HCN合成，产率高， 非常高的对映体过量，这项提案详细说明了 对他的工作的扩展，旨在开发一种通用的方法 对于α-氨基酸及其衍生物的不对称合成， 以及那些旨在增进对 催化机制和负责物种的真实性质 用于催化。据指出，具体目标详述于 这项建议包括： A.生物芳基甘氨酸衍生物的不对称合成 重要性。 B.探索α-氨基水解物的替代方法 从氰化物到α-氨基酸。 C.进一步探索允许的底物范围。 D.开发UGI和Passerini的非对称版本 反应。 用于合成脂肪族α-氨基酸的改性催化剂。 F.获得关于催化络合物的详细结构信息。

DESCRIPTION: The principal investigator states that he has recently developed a simple, cyclic dipeptide which effectively catalyzes the Strecker synthesis of the non-proteinogenic alpha-amino acid phenylglycine from benzaldehyde, ammonia and HCN in high yield and extraordinarily high enantiomeric excess and that this proposal details extensions to his work directed at the development of a general method for the asymmetric synthesis of alpha-amino acids and their derivatives, as well as those directed toward an increased understanding of the mechanism of catalysis and the true nature of the species responsible for catalysis. It is indicated that the specific targets detailed in this proposal are: A. Asymmetric synthesis of arylglycine derivatives of biological importance. B. Exploration of alternate methods for the hydrolysis of alpha-amino nitriles to alpha-amino acids. C. Further exploring the scope of substrates allowed. D. Development of asymmetric versions of the Ugi and Passerini reactions. E. Modified catalysts for the synthesis of aliphatic alpha-amino acids. F. Obtaining detailed structural information on the catalytic complex.