1,4-Dithianes: attractive C2-building blocks for the synthesis of complex molecular architectures

作者：Bram Ryckaert, Ellen Demeyere, Frederick Degroote, Hilde Janssens, Johan M. Winne · 发表于：Beilstein Journal of Organic Chemistry · 年份：2023 · DOI：10.3762/bjoc.19.12 · 被引用次数：12 · 研究领域：Asymmetric Synthesis and Catalysis、Sulfur-Based Synthesis Techniques、Synthesis and Catalytic Reactions

This review covers the synthetic applications of 1,4-dithianes, as well as derivatives thereof at various oxidation states. The selected examples show how the specific heterocyclic reactivity can be harnessed for the controlled synthesis of carbon-carbon bonds. The reactivity is compared to and put into context with more common synthetic building blocks, such as 1,3-dithianes and (hetero)aromatic building blocks. 1,4-Dithianes have as yet not been investigated to the same extent as their well-known 1,3-dithiane counterparts, but they do offer attractive transformations that can find good use in the assembly of a wide array of complex molecular architectures, ranging from lipids and carbohydrates to various carbocyclic scaffolds. This versatility arises from the possibility to chemoselectively cleave or reduce the sulfur-heterocycle to reveal a versatile C2-synthon.