Asymmetric Synthesis of Cyclic Boronic Esters using Lithiation-Borylation

利用锂化-硼化作用不对称合成环状硼酯

• 批准号: 2273438
• 金额: --
• 依托单位: University of Bristol
• 依托单位国家: 英国
• 项目类别: Studentship
• 财政年份: 2019
• 资助国家: 英国
• 起止时间: 2019 至 无数据
• 项目状态: 已结题
• 来源: https://gtr.ukri.org/projects?ref=studentship-2273438
• 关键词: Asymmetric; Synthesis; Cyclic; Boronic; Esters

Cyclobutanes have a structural rigidity which provides a well-defined spatial arrangement of their substituents and gives rise to diverse bioactivities.The aim of the project is to develop an efficient asymmetric synthesis of cyclobutanes with a highly versatile boronic ester substituent. The synthesis will proceed via the ring contraction of a 5-membered ring boronate complex formed by lithiation-borylation of a homoallylic alcohol derived boronic ester. The easy accessibility of enantiopure homoallylic alcohols and the potential of homologation to be used for increasing ring size and installing additional chirality before ring formation makes this method particularly attractive.The use of this method for the medicinally relevant materials will also be investigated in collaboration with Bayer.

环丁烷具有结构刚性，这为其取代基提供了明确的空间排列，并产生了多种生物活性。该项目的目的是开发一种高效的不对称合成环丁烷与高度通用的硼酯取代基。该合成将通过由纯烯丙醇衍生的硼酯的锂化-硼化形成的5元环状硼酸盐络合物的环收缩进行。对映纯均烯醛醇的易接近性以及在环形成之前用于增加环尺寸和安装额外手性的潜力使该方法特别有吸引力。在与拜耳公司的合作下，还将对该方法用于医学相关材料进行研究。