A New, General Approach to the Synthesis of Racemic and Optically Active Morphinans

该研究的重点是利用钴稳定的丙炔阳离子的分子内俘获来构建关键的顺式乙基苯基苯菲中间体。然后用亚胺基环加在d环上。由此产生的高级中间体具有提供多种n取代吗啡的潜力。该路线适用于光活性化合物的制备，并且该方法应提供有关分子内Nicholas反应的范围和局限性的信息。有了这个本科机构研究奖，合成有机项目支持了埃卡德学院化学系的大卫·d·格罗夫博士的研究。格罗夫教授将把他的工作重点放在开发新的重要化合物吗啡酮的合成上，这种化合物与广泛使用的止痛剂吗啡有关。他的研究将在本科同事的帮助下进行。＊＊＊

9315989 Grove The focus of the research is the use of intramolecular trapping of cobalt-stabilized propargyl cations to construct key cis-ethynyloctahydrophenanthrene intermediates. The D-ring will then be appended using an iminyl radical cyclization. The resultant advanced intermediate has the potential of providing a wide variety of N-substituted morphinans. The route is amenable to the preparation of optically active compounds and the methodology should provide information as to the scope and limitations of the intramolecular Nicholas reaction. %%% With this Research in Undergraduate Institutions award, the Synthetic Organic Program is supporting the research of Dr. David D. Grove of the Department of Chemistry at Eckard College. Professor Grove will focus his work on the development of new syntheses of important compounds, the morphinans, which are related to the widely used analgesic, morphine. His research will be carried out with the aid of undergraduate colleagues. ***