Catalytic, Enantioselective Mukaiyama Aldol Addition Reaction: The Development of Chiral Ti (IV) Complexes with Tri-and Tetra-dentate Ligands

本研究的重点是利用含席夫碱三齿配体的钛(IV)配合物进行不对称的羟醛加成反应。配体将基于2-氨基-2‘-羟基-1，1’-联苯乙基和2，2‘-二氨基联苯乙基支架，其上的对离子和水杨利胺的性质是不同的。将探索乙酸酯、丙酸酯、巴豆酸酯和酮基硅烯醇醚的不对称羟醛加成反应。催化方法将导致产生光学活性的β-羟基酯和β-羟基-α，β-不饱和酯。通过这一奖项，合成有机计划支持加州理工学院化学系的Erick M.Carreira博士的研究。卡雷拉教授将把工作重点放在碳-碳键形成的催化方法学的发展上。光学活性产物是制备具有重要生物学特性的立体化学复杂体系的有用中间体。

The focus of this research is the use of Ti(IV) complexes containing Schiff-base tridentate ligands to carry out enantioselective aldol additions. Ligands will be based upon 2-amino-2'-hydroxy-1,1'-binapthyl and 2,2'-diaminobinapthyl scaffolds upon which the the counterion and nature of the salicylimine are varied. Enantioselective aldol addition reactions of acetate, propionate, crotonate and ketone derived silyl enol ethers will be explored. The catalytic methodology will lead to the production of optically active beta-hydroxy esters and delta-hydroxy-alpha, beta-unsaturated esters. With this award, the Synthetic Organic Program is supporting the research of Dr. Erick M. Carreira of the Department of Chemistry at the Califonia Institute of Technology. Professor Carreira will focus his work on the development of catalytic methodology for the the formation of carbon-carbon bonds. The optically active products are useful intermediates for the preparation of stereochemically complex systems that have important biological properties.