Approaches to Improved Synthesis Design: Mechanistic and Synthetic Studies on New Annelation Methods

本研究的重点将包括探索简单、未活化的乙烯基环丙烷的[5+2]环加成，乙烯基环丙烷的重排和[5+1]环加成中的取代基效应，以及不对称的[5+2]环加成。金属催化的水中环加成，[6+2]环加成以及[8+1]、[8+2]和[8+4]环加成的研究也将进行。探索含环丁酮的[3+2]和[4+2]环加成反应，以及[4+2+1]、[5+2+1]和[5+2+1+1]等多组分环加成反应，并研究串联环加成反应。总体目标是为复杂分子的合成开发新的反应和策略。有了这个更新奖，有机和大分子化学项目支持斯坦福大学化学系Paul A. Wender博士的研究。温德教授将专注于开发有机合成的全新反应、试剂和策略。特别强调的是在没有催化剂的情况下，被禁止或难以实现的催化反应。进一步的意义在于过渡金属催化在发展环境上可接受的合成方面的巨大潜力，这些合成产生的试剂产生的废物很少。该项目为预备专业人员提供了极好的培训计划，研究结果可能对化学以外的领域产生强烈影响，例如制药工业。

The focus of this research will include the exploration of [5+2] cycloaddition of simple, unactivated vinylcyclopropanes, of substituent effects in the rearrangement and [5+1] cycloaddition of vinylcyclopropanes and of asymmetric [5+2] cycloadditions. Metal-catalyzed cycloadditions in water, studies on [6+2] cycloadditions, and studies on [8+1], [8+2] and [8+4] cycloadditions will also be carried out. Exploration of [3+2] and [4+2] cycloadditions involving cyclobutanones and of multicomponent cycloadditions such as [4+2+1], [5+2+1] and [5+2+1+1] cases will be carried out and serial cycloadditions will be studied as well. The overall goal is to develop new reactions and strategies for the synthesis of complex molecules. With this renewal award, the Organic and Macromolecular Chemistry Program is supporting the research of Dr. Paul A. Wender of the Department of Chemistry at Stanford University. Professor Wender will focus his work on developing fundamentally new reactions, reagents and strategies for organic synthesis. A special emphasis is placed on catalyzed reactions that, in the absence of catalyst, are forbidden or hard to achieve. Further significance derives from the enormous potential of transition metal catalysis in the development of environmentally acceptable syntheses that provide little reagent-derived waste. The project provides an excellent training program for pre-professionals and the results of the research could have a strong impact in areas outside chemistry, such as the pharmaceutical industry.