Gabko Peter, Kalník Martin, Bella Maroš
Institute of Chemistry, Slovak Academy of Sciences, Dúbravská cesta 9, 845 38 Bratislava, Slovakia.
Beilstein J Org Chem. 2025 Jun 27;21:1324-1373. doi: 10.3762/bjoc.21.101. eCollection 2025.
Oxetanes are 4-membered cyclic monoethers which have found important applications in medicinal chemistry as polar and metabolically stable isosteric replacements for -dimethyl and carbonyl groups. This work reviews possible synthetic strategies towards these strained heterocycles, covering both de novo constructions of the 4-membered ring as well as derivatisations of oxetane building blocks, then reactivity of oxetanes in terms of ring-opening and ring-expansion reactions, and finally total syntheses of selected oxetane-containing natural products. The literature review primarily covers reports made after the year 2015, but a few older contributions that were considered relevant are also discussed.
氧杂环丁烷是四元环状单醚，在药物化学中作为极性和代谢稳定的等排体取代基，取代二甲氨基和羰基，已得到重要应用。本文综述了合成这些张力杂环的可能策略，涵盖四元环的从头构建以及氧杂环丁烷结构单元的衍生化，然后讨论了氧杂环丁烷在开环和扩环反应方面的反应活性，最后介绍了选定的含氧杂环丁烷天然产物的全合成。文献综述主要涵盖2015年以后发表的报告，但也讨论了一些被认为相关的较早的文献。
