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Recent advances in allylic fluoride synthesis
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2024-12-23 , DOI: 10.1002/ejoc.202401162
Satoru Arimitsu, Daiki Tomon

The recent decades have witnessed considerable progress in the development of fluorinated‐building‐block strategies and direct‐fluorination techniques selectively affording allylic monofluorides and gem‐difluorides. For allylic monofluorides, high enantioselectivities were achieved, even for fluorinated tertiary carbons, with expanded substitution patterns on vinylic moieties enabling precise control over di‐, tri‐, and tetrasubstituted fluorides. Advances in defluorofunctionalization and direct C–H fluorination have addressed the limitations of raw materials and made these species more accessible. Additionally, considerable progress has been achieved in the related photoredox reactions, and electrochemistry has emerged as a valuable tool for allylic fluoride synthesis. This review summarizes the recent advances in the synthesis of allylic fluorides, focusing on transition metal catalysis, organocatalysis, and noncatalytic methodologies.

中文翻译:


烯丙基氟化物合成的最新进展



近几十年来,氟化构建砌块策略和选择性提供烯丙基一氟化物和二氟化宝石的直接氟化技术的发展取得了长足的进步。对于烯丙基一氟化物,即使对于氟化叔碳,也实现了高对映选择性,乙烯基部分上的扩展取代模式能够精确控制二、三和四取代氟化物。去氟官能团化和直接 C-H 氟化的进步解决了原材料的局限性,使这些物种更容易获得。此外,在相关的光氧化还原反应方面已经取得了相当大的进展,电化学已成为烯丙基氟合成的宝贵工具。本文总结了烯丙基氟合成的最新进展,重点介绍了过渡金属催化、有机催化和非催化方法。
更新日期:2024-12-23
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