NEW ASYMMETRIC ORGANOBORANE CONVERSIONS VIA 9-BORABICYCLO[3.3.2]DECANES

通过 9-硼二环[3.3.2]癸烷进行新的不对称有机硼烷转化

• 批准号: 0967814
• 负责人: John Soderquist
• 金额: $ 37.24万
• 依托单位: University of Puerto Rico-Rio Piedras
• 依托单位国家: 美国
• 项目类别: Continuing Grant
• 财政年份: 2009
• 资助国家: 美国
• 起止时间: 2009-10-01 至 2013-02-28
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=0967814&HistoricalAwards=false
• 关键词: NEW; ASYMMETRIC; ORGANOBORANE; CONVERSIONS; VIA

This project will continue work on the development of methods for the asymmetric formation of C-C bonds through organoborane reactions employing the stable and robust 9-borabicyclo[3.3.2]decanes (BBDs). While a wide variety of asymmetric organoborane conversions are known, prior to the development of the BBDs, the air-sensitivity and thermal instability of the available trialkylborane reagents has limited the discovery of new reagents and reactions. The present studies will focus on the invention of new organoborane chemistry based upon the recyclable and selective BBDs. The rates and enantioselectivities of the reactions of new 10-substituted BBDs will be compared to those of the reagents that have been previously examined. With this award, the Organic and Macromolecular Chemistry Program is supporting the research of Professor John A. Soderquist of the Department of Chemistry at the University of Puerto Rico. Professor Soderquist's research efforts revolve around the development of new asymmetric organoborane conversions for the selective formation of C-C bonds. Such chemistry will contribute to environmentally benign methods for chemical synthesis as all of the organoborane reagents are recyclable through simple procedures. Successful development of the methodology will have an impact on synthesis in the pharmaceutical and agricultural industries.

该项目将继续致力于开发通过使用稳定且稳健的 9-硼双环[3.3.2]癸烷 (BBD) 的有机硼烷反应不对称形成 C-C 键的方法。 虽然已知多种不对称有机硼烷转化，但在 BBD 开发之前，可​​用三烷基硼烷试剂的空气敏感性和热不稳定性限制了新试剂和反应的发现。 目前的研究将集中于基于可回收和选择性 BBD 的新型有机硼烷化学的发明。 新的 10 取代 BBD 的反应速率和对映选择性将与之前检查过的试剂进行比较。有机和高分子化学项目通过该奖项支持波多黎各大学化学系 John A. Soderquist 教授的研究。 Soderquist 教授的研究工作围绕开发用于选择性形成 C-C 键的新型不对称有机硼烷转化。 这种化学将有助于环境友好的化学合成方法，因为所有有机硼烷试剂都可以通过简单的程序回收。 该方法的成功开发将对制药和农业行业的合成产生影响。