Stable Chiral Ligation for Asymmetric Organoborane Conversions via 10-(Trimethylsilyl)-9-borabicycloÔ3.3.2Òdecanes

通过 10-(三甲基甲硅烷基)-9-硼双环�3.3.2�癸烷实现不对称有机硼烷转化的稳定手性连接

• 批准号: 9817550
• 负责人: John Soderquist
• 金额: $ 23.2万
• 依托单位: University of Puerto Rico
• 依托单位国家: 美国
• 项目类别: Standard Grant
• 财政年份: 1999
• 资助国家: 美国
• 起止时间: 1999-02-15 至 2003-01-31
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=9817550&HistoricalAwards=false
• 关键词: Stable; Chiral; Ligation; Asymmetric; Organoborane

The objective of the proposed research is to develop a new class of organoboron chiral auxiliaries for use in organic synthesis. The reagent is derived from pinene, a plentiful and inexpensive "chiral pool" material. Potential applications to a variety of asymmetric reactions will be explored, including the aldol, allylation and hydroboration reactions. Other possible applications to be explored include asymmetric alkynylborations of aldehydes, which give optically active propargyl alcohols. With this award, the Organic and Macromolecular Chemistry Program is supporting the research of Dr. John A. Soderquist of the Department of Chemistry at the University of Puerto Rico, Rio Piedras. Professor Soderquist's research is in the important area of producing chiral molecules, which are ever-important as pharmaceutical agents. The method that is employed by Dr. Soderquist uses pinene as a natural chiral template, and boron chemistry to mediate the transfer of chirality from the pinene into the molecule that is being formed.

本研究的目的是开发一类新型的有机硼手性助剂用于有机合成。 该试剂来源于一种丰富而廉价的“手性池”材料-蒎烯。 潜在的应用，各种不对称反应将被探索，包括羟醛，烯丙基化和硼氢化反应。 其他有待探索的可能应用包括醛的不对称炔基硼化，这会产生光学活性炔丙醇。 有了这个奖项，有机和高分子化学计划是支持博士约翰A。位于里奥皮德拉斯的波多黎各大学化学系的Soderquist说。 Soderquist教授的研究是在生产手性分子的重要领域，这些分子作为药剂是非常重要的。 Soderquist博士采用的方法使用蒎烯作为天然手性模板，硼化学介导手性从蒎烯转移到正在形成的分子中。