New ligands, reagents and strategies for asymmetric synthesis

不对称合成的新配体、试剂和策略

• 批准号: 93010-2007
• 负责人: Chong, Michael
• 金额: $ 4.41万
• 依托单位: University of Waterloo
• 依托单位国家: 加拿大
• 项目类别: Discovery Grants Program - Individual
• 财政年份: 2007
• 资助国家: 加拿大
• 起止时间: 2007-01-01 至 2008-12-31
• 项目状态: 已结题
• 来源: https://www.nserc-crsng.gc.ca/ase-oro/Details-Detailles_eng.asp?id=365463
• 关键词: New; ligands; reagents; strategies; asymmetric

The proposed research is aimed at developing new methods for the synthesis of chiral compounds.  Since the chirality or handedness of a drug can have a major impact on its biological activity, it is important to make potential drugs either entirely left-handed or right-handed.  The focus will be on creating new reagents to carry out transformations which are not currently possible using existing methodology or have significant advantages over existing methodology.We will examine new ways in which we can prepare organic compounds with defined stereochemistry.  An emphasis will be placed on developing carbon-carbon bond forming reactions which use only a catalytic amount of chiral ligands.  The simultaneous construction of the carbon framework along with establishing the absolute stereochemistry of organic molecules is inherently efficient.  We were the first to show that this approach to asymmetric synthesis is possible using ligand exchange on alkynylboronates.  An obvious advantage of this approach is that only sub-stoichiometric amounts of ligands are required.  A less obvious aspect is that processes could be developed using this approach that will avoid the use of heavy metals, an important consideration in the preparation of pharmaceuticals and as chemists become more environmentally conscientious.  We will now expand this chemistry to other reagents and substrates.  New ligands tailored to optimize reactivity and selectivity will be prepared; these may be useful in these reactions or other asymmetric processes.  Overall, the research will lead to new methods for the preparation of stereochemically-defined organic molecules as well as to a better understanding of how stereochemistry can be controlled using chiral ligands.

该研究旨在开发手性化合物的合成新方法，由于药物的手性或手性对其生物活性有重要影响，重要的是，使潜在的药物完全左手或右手，重点将是创造新的试剂，以进行目前使用现有方法不可能实现的转化，或者具有显著的优势。现有的方法。我们将研究新的方法，我们可以制备有机化合物与定义的立体化学。重点将放在发展碳-仅使用催化量的手性配体的碳键形成反应。碳骨架的同时构建沿着建立有机分子的绝对立体化学是固有地有效的。我们是第一个表明这种方法，使用炔基硼酸盐上的配体交换可以进行不对称合成，这种方法的一个明显优点是只需要亚化学计量的配体，一个不太明显的方面是使用这种方法可以开发出避免使用重金属的方法，这是制药过程中的一个重要考虑因素，也是化学家越来越注重环境保护的一个因素。这些新的配体可以用于这些反应或其他不对称过程。总的来说，这项研究将导致制备立体化学定义的有机分子的新方法，以及更好地理解如何使用手性配体控制立体化学。