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

• 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

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年粮食生产需求将增加70%。因此，粮食安全在全世界具有至关重要的意义。因此，拟除虫菊酯类杀虫剂，通常以偕二甲基环丙烷为核心，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。在本研究期间，我们计划利用我们的模块化和可调的超强碱催化剂平台，设计、发现和开发新的亚氨基膦催化剂体系，使手性亚烷基环丙烷（ACP）的对映选择性合成成为可能，从而实现手性环丙烷库的高效合成。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的普遍存在，该策略可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。类似地，这种策略将适用于构建对映体富集的环丁烷，其也是生物活性分子中的常见基序和有机合成中的通用中间体。这项建议包括向东道机构转让知识和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）。