Alkoxycyclopropyl and Cyclobutylphosphonium Salts: Preparation and Reaction in a Tandem Ring Expansion Wittig Reaction

烷氧基环丙基和环丁基鏻盐：串联扩环 Wittig 反应中的制备和反应

• 批准号: 9113059
• 负责人: Suzanne Ruder
• 金额: $ 1.8万
• 依托单位: Virginia Commonwealth University
• 依托单位国家: 美国
• 项目类别: Standard Grant
• 财政年份: 1991
• 资助国家: 美国
• 起止时间: 1991-07-15 至 1993-06-30
• 项目状态: 已结题
• 来源: https://www.nsf.gov/awardsearch/showAward?AWD_ID=9113059&HistoricalAwards=false
• 关键词: Alkoxycyclopropyl; Cyclobutylphosphonium; Salts; Preparation; Reaction

This project involves the formation of strained rings containing both alkoxy and arylphosphonium salt functional groups so that their utility in a tandem ring expansion-Wittig reaction can be assessed. The alkoxycyclopropyl and cyclobutyl phosphonium salts will be prepared from beta-oxophosphonium salt derivatives. Formation of these substituted strained rings has not been reported, so an efficient method leading to their synthesis is of clear value. In addition, their preparation will lend new insights into the reactivity and applications of the beta-oxophosphonium salts, which are themselves important Witting reaction precursors. Finally, the study of the ring cleavage of these strained rings followed by a subsequent Witting reaction will determine whether this method will be suitable for development in more complex systems. %%% Research Planning Grants enable women who have not had prior independent Federal research support to develop a competitive research proposal. This project involves organic chemical reactions leading to medium-sized rings which are common in a large number of natural products.

该项目包括形成同时含有烷氧基和芳基膦盐官能团的应变环，以便评估它们在串联环扩展-Wittig反应中的作用。烷氧基环丙基和环丁基膦盐将由β-氧膦盐衍生物制备。这些取代应变环的形成尚未见报道，因此合成它们的有效方法具有明显的应用价值。此外，它们的制备将为β-氧膦盐的反应性和应用提供新的见解，这些盐本身就是重要的Witing反应前体。最后，对这些应变环的环裂解以及随后的Witing反应的研究将确定这种方法是否适用于更复杂的体系。%研究规划补助金使以前没有获得联邦独立研究资助的妇女能够制定具有竞争力的研究提案。该项目涉及有机化学反应，导致产生中等大小的环，这在大量天然产品中很常见。