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有希夫碱三齿配体的Ti（IV）配合物进行对映选择性醛醇加成。配体将基于2-氨基-2'-羟基-1,1'-联萘基和2,2'-二氨基联萘基支架，在这些支架上水杨胺的反离子和性质是不同的。探讨了乙酸酯、丙酸酯、巴鲁酸酯和酮衍生的硅烯醇醚的对映选择性醛醇加成反应。催化方法将导致产生光学活性的-羟基酯和-羟基- α， -不饱和酯。有了这个奖项，合成有机项目支持了加州理工学院化学系的埃里克·m·卡雷拉博士的研究。卡雷拉教授将把他的工作重点放在发展碳碳键形成的催化方法上。光活性产物是制备具有重要生物学性质的立体化学复合物的有用中间体。

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.