DEVELOPING METAL CATION STABILISATION AS A GENERAL PARADIGM FOR O-C REARRANGEMENT PROCESSES

开发金属阳离子稳定性作为 O-C 重排过程的通用范例

• 批准号: EP/H005854/1
• 负责人: Joseph Harrity
• 金额: $ 16.07万
• 依托单位: University of Sheffield
• 依托单位国家: 英国
• 项目类别: Research Grant
• 财政年份: 2010
• 资助国家: 英国
• 起止时间: 2010 至 无数据
• 项目状态: 已结题
• 来源: https://gtr.ukri.org/projects?ref=EP%2FH005854%2F1
• 关键词: DEVELOPING; METAL; CATION; STABILISATION; GENERAL

The overall objective of this work is to develop new and efficient processes for the synthesis of organic molecules that bear useful functional groups. This is an important objective in organic chemistry because it provides the tools for the preparation of new molecular entities and consequently novel fine chemicals. The specific process proposed involves a skeletal rearrangement of a readily available substrate to a cyclic ketone - a common motif in bioactive compounds and natural products. A key element of this rearrangement is the presence of a cation stabilising group. Traditionally, this has been achieved by the incorporation of a proximal oxygen atom. The proposed work aims to use metal-hydrocarbon complexes to significantly expand the range of products available from this general strategy. We wish to study this process, establish its scope and limitations and explore the opportunity to generate new compounds with control of their three-dimensional shape.

这项工作的总体目标是开发新的和有效的方法来合成具有有用官能团的有机分子。这是有机化学中的一个重要目标，因为它为制备新的分子实体和新的精细化学品提供了工具。提出的具体过程涉及一个骨架重排的一个现成的基板环酮-一个共同的主题，在生物活性化合物和天然产物。这种重排的一个关键因素是阳离子稳定基团的存在。传统上，这是通过引入邻近的氧原子来实现的。拟议的工作旨在使用金属-碳氢化合物络合物，以显着扩大可从这一总体战略的产品范围。我们希望研究这一过程，确定其范围和局限性，并探索机会，以产生新的化合物与控制其三维形状。

项目成果

Pd-Catalyzed kinetic resolution of cyclic enol ethers. An enantioselective route to functionalised pyrans.

• DOI: 10.1039/c4cc00109e
• 发表时间: 2014-02
• 期刊: Chemical communications
• 影响因子: 4.9
• 作者: Jean-Olivier Zirimwabagabo;J. Harrity