Catalytic Enantioselective Strain Release For The Synthesis Of Chiral Cycloalkanes

催化对映选择性应变释放用于合成手性环烷烃

基本信息

批准号：
EP/Y02687X/1
负责人：
Dong-Hang Tan
金额：
$ 23.84万
依托单位：
University of Oxford
依托单位国家：
英国
项目类别：
Fellowship
财政年份：
2024
资助国家：
英国
起止时间：
2024 至无数据
项目状态：
未结题

来源：
https://gtr.ukri.org/projects?ref=EP%2FY02687X%2F1
关键词：
Catalytic Enantioselective Strain Release Synthesis

项目摘要

Demand for food production is projected to increase by 70% in 2050 due to increasing global population. As such, food security is of vital significance worldwide. In this regard, pyrethroid insecticides, which usually feature gem-dimethyl cyclopropane core, play an important role in reducing the yield losses caused by pests and increase the productivity of agriculture.During this Fellowship, we propose to exploit our modular and tunable superbase catalyst platform, to design, discover and develop new iminophosphorane catalyst systems that will allow the enantioselective synthesis of chiral alkylidenecyclopropanes (ACPs), thus achieving the efficient synthesis of a library of chiral cyclopropanes. Given that cyclopropanes' prevalence in natural products and pharmaceutical molecules like marketed antiplatelet drug Ticagrelor and antiviral cyclopropavir, this strategy can be further applied in the enantioselective synthesis of pyrothroid insecticides and biologically relevant products. In a similar vein, this strategy would be applicable in the construction of enantioenriched cyclobutanes, which are also common motifs in bioactive molecules and versatile intermediates in organic synthesis. This proposal includes both the transfer of knowledge to the host institution and the training of the candidate in new advanced techniques. Results have the potential capacity to be applied in industrial production (i.e. Bayer).

由于全球人口的增加，预计到 2050 年，粮食生产的需求将增加 70%。因此，粮食安全在全世界范围内都具有至关重要的意义。在这方面，通常以偕二甲基环丙烷为核心的拟除虫菊酯杀虫剂在减少害虫造成的产量损失和提高农业生产力方面发挥着重要作用。在本次奖学金期间，我们建议利用我们的模块化和可调超碱催化剂平台，设计、发现和开发新的亚氨基正膦催化剂系统，该系统将允许手性亚烷基环丙烷（ACP）的对映选择性合成，从而实现手性化合物库的高效合成环丙烷。鉴于环丙烷在天然产物和药物分子（如市售抗血小板药物替格瑞洛和抗病毒环丙帕韦）中普遍存在，该策略可以进一步应用于拟除虫菊酯杀虫剂和生物相关产品的对映选择性合成。同样，该策略适用于对映体富集的环丁烷的构建，这也是生物活性分子和有机合成中的多功能中间体的常见基序。该提案包括向主办机构转让知识以及对候选人进行新的先进技术培训。结果具有应用于工业生产的潜在能力（即拜耳）。