Magdalena Rodríguez Saravia, Verónica Martínez, Franco Vairoletti, Mario Macías, Danilo Davyt, Gonzalo Hernández Dossi and Graciela Mahler
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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.
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.