新型对映纯δ-硫代内酯:合成、结构表征和反应性研究

IF 3.9 3区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY
RSC Advances Pub Date : 2024-12-24 DOI:10.1039/D4RA07780F
Magdalena Rodríguez Saravia, Verónica Martínez, Franco Vairoletti, Mario Macías, Danilo Davyt, Gonzalo Hernández Dossi and Graciela Mahler
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引用次数: 0

摘要

制备了一系列新的手性δ-硫内酯衍生物。这些化合物体现了熔融噻唑烷对热力学产物的乙酰化N-C-S可逆性。利用x射线晶体学、NOESY光谱和DFT计算对合成化合物的立体化学进行了表征。研究了δ-硫代内酯与不同烷基胺的氨解反应,可一步打开硫酯生成氨基硫醇。该反应具有应用于生物活性化合物合成、聚合物化学和动态组合化学等领域的潜力。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Novel enantiopure δ-thiolactones: synthesis, structural characterization, and reactivity studies†

Novel enantiopure δ-thiolactones: synthesis, structural characterization, and reactivity studies†

A new series of chiral δ-thiolactone derivatives have been prepared. These compounds exemplify the acetalic N–C–S reversibility of fused thiazolidines toward the thermodynamic product. The stereochemistry of the synthesized compounds was elucidated using X-ray crystallography, NOESY spectroscopy, and DFT calculations. The aminolysis reaction of the δ-thiolactone was studied with various alkyl amines, which can open the thioester to yield amido thiols in a single step. This reaction has the potential to be applied in the synthesis of bioactive compounds, polymer chemistry, and dynamic combinatorial chemistry, among others fields.

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来源期刊
RSC Advances
RSC Advances chemical sciences-
CiteScore
7.50
自引率
2.60%
发文量
3116
审稿时长
1.6 months
期刊介绍: An international, peer-reviewed journal covering all of the chemical sciences, including multidisciplinary and emerging areas. RSC Advances is a gold open access journal allowing researchers free access to research articles, and offering an affordable open access publishing option for authors around the world.
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