Rhodium-Catalysed Ynamide Carbometallations for Stereoselective Synthesis

用于立体选择性合成的铑催化酰胺碳金属化

• 批准号: EP/H006982/1
• 负责人: Hon Lam
• 金额: $ 38.39万
• 依托单位: University of Edinburgh
• 依托单位国家: 英国
• 项目类别: Research Grant
• 财政年份: 2009
• 资助国家: 英国
• 起止时间: 2009 至 无数据
• 项目状态: 已结题
• 来源: https://gtr.ukri.org/projects?ref=EP%2FH006982%2F1
• 关键词: Rhodium; Catalysed; Ynamide; Carbometallations; Stereoselective

Enamides are compounds that contain a carbon-carbon double bond attached to a nitrogen atom that is itself bonded to an electron-withdrawing functional group. Enamides have recently emerged as versatile synthetic intermediates for a range of useful chemical reactions. However, the synthesis of highly substituted enamides in a fully controlled fashion is often highly challenging, and this limitation hampers full exploration of their chemistry. The proposed research is aimed at the development of a recently discovered reaction that enables the controlled synthesis of highly substituted enamides. This reaction proceeds under mild conditions, and employs a commercially available rhodium complex as a precatalyst along with organozinc compounds as organometallic reagents. A reasonably wide range of enamides can be accessed using this chemistry, and preliminary investigations suggest that these new compounds display useful reactivities in a variety of reactions. However, much more work is required to fully develop the scope of both the enamide synthesis itself, and of the synthetic applications of the enamide products. These objectives are at the heart of this proposal.

酰胺是一种含有碳-碳双键的化合物，它与氮原子相连，而氮原子本身又与吸电子官能团相连。近年来，酰胺类化合物已成为一系列有用化学反应的多功能合成中间体。然而，以完全可控的方式合成高取代度的烯胺通常是非常具有挑战性的，这一限制阻碍了对其化学的充分探索。这项拟议的研究旨在开发一种最近发现的反应，该反应能够控制合成高取代度的烯胺。该反应在温和的条件下进行，并使用商业上可获得的罗络合物作为预催化剂，有机锌化合物作为有机金属试剂。利用这种化学可以获得相当广泛的烯胺类化合物，初步研究表明，这些新化合物在各种反应中显示出有用的反应活性。然而，需要做更多的工作来充分发展烯胺合成本身的范围，以及烯胺产品的合成应用。这些目标是这项提案的核心。