PECASE: The Utilization of Complex Molecule Synthesis to Drive the Development of New Reaction Methods that Promote New Directions in Synthesis. A 'Teufelskreis' of Opportunity.

提案标题：PECASE：利用复杂分子合成来推动新反应方法的发展，从而促进合成的新方向。研究机构：加州理工学院本研究的重点是在复杂分子合成的背景下开发新的合成方法。将开展涉及钯催化的氧化[4+2]环加成反应和串联Bamford-Stevens/Claisen重排的项目，并将开发一种简洁的立体选择性路线，以生产低血糖的二萜类化合物saudin。在教育领域，正在开发合成和药物化学课程，并开展外联活动，使学生能够与更广泛的当地社区互动。通过此次PECASE奖，有机和高分子化学计划支持加州理工学院化学和化学工程系的Brian Stoltz博士的研究和教育工作。Stoltz教授的研究重点是在天然产物全合成的框架内开发新的合成方法。说明性的靶分子saudin具有制药工业感兴趣的有趣的生物学特性。教育活动将强调向当地初中和高中的推广，并将重点放在本科和研究生一级的课程开发上，该项目最初是作为一项职业奖提供资金的，2004年5月改为工程师和科学家总统早期职业奖。

Proposal Title: PECASE: The Utilization of Complex Molecule Synthesis to Drive the Development of New Reaction Methods that Promote New Directions in Synthesis. A 'Teufelskreis' of Opportunity.Institution: California Institute of TechnologyThe focus of this research is to develop new synthetic methodology in the context of complex molecule synthesis. Projects involving palladium-catalyzed oxidative [4+2] cycloaddition reactions and tandem Bamford-Stevens/Claisen rearrangements will be carried out and a concise, stereoselective route to the hypoglycemogenic diterpenoid, saudin will be developed. In the educational realm, courses on synthesis and pharmaceutical chemistry are being developed and outreach activities enabling students to interact with the broader local community are in place.With this PECASE award, the Organic and Macromolecular Chemistry Program is supporting the research and educational efforts of Dr. Brian Stoltz of the Department of Chemistry and Chemical Engineering at the California Institute of Technology. Professor Stoltz will focus his research on the development of new synthetic methodology within the framework of natural product total synthesis. The illustrative target molecule, saudin, has interesting biological properties of interest to the pharmaceutical industry. The education activities will stress outreach to local middle schools and high schools and will also focus on course development at the undergraduate and graduate level.This project was originally funded as a CAREER award, and was converted to a Presidential Early Career Award for Engineers and Scientists (PECASE) award in May 2004.