Chiral-at-sulfur compounds are increasingly important tools in modern organic synthesis, offering access to three-dimensional molecular structures that are difficult to achieve using carbon-centered chirality alone. Key examples include Ellman’s chiral sulfinamides, which are widely used as versatile auxiliaries and building blocks, as well as aza-analogues of sulfones such as sulfondiimines and sulfonimidamides. These sulfur-based motifs combine stereogenic sulfur with tunable electronic properties and broad opportunities for chemical modification, making them valuable in asymmetric synthesis and medicinal chemistry.
Our research group focuses on the development of new synthetic methods using Ellman’s N-tert-butanesulfinyl chiral auxiliary and on the stereoselective synthesis of chiral-at-sulfur molecules.
Publications
59. Chiral Epoxy-Imine Building Block for Diversity-Oriented Synthesis of Peptidomimetic Aspartic Protease Inhibitors
56. S-Alkylation of sulfinamides with Zn-carbenoids: expanding stereoselective sulfoximine synthesis beyond NH derivatives
DOI: 10.1039/D4QO01931H
39. Synthetic Approach toward Enantiopure Cyclic Sulfinamides
20. Stereodivergent Synthesis of Pseudotabersonine Alkaloids
Kazak, M.; Priede, M.; Shubin, K.; Bartrum, H. E.; Poisson, J.-F.; Suna, E. Org. Lett. 2017, 19, 5356–5359.
11. Diastereoselective Hydroxymethylation of Cyclic N–tert-Butanesulfinylketimines Using Methoxymethanol as Formaldehyde Source
Priede, M.; Kazak, M.; Kalnins, T.; Shubin, K.; Suna, E. J. Org. Chem. 2014, 79, 3715-3724.
DOI: 10.1021/jo500506u
6. Asymmetric Synthesis of 1,3-Diamines. II: Diastereoselective Reduction of Atropisomeric N–tert-Butanesulfinylketimines
Martjuga, M.; Belyakov, S.; Liepinsh, E.; Suna, E. J. Org. Chem. 2011, 76, 2635–2647.
DOI: 10.1021/jo1025767
5. Asymmetric Synthesis of 1,3-Diamines by Diastereoselective Reduction of Enantiopure N–tert-Butanesulfinylketimines: Unusual Directing Effects of the ortho-Substituent
Martjuga, M.; Shabashov, D.; Belyakov, S.; Liepinsh, E.; Suna, E. J. Org. Chem. 2010, 75, 2375-2368.
DOI: 10.1021/jo100173f








