Stereoselective synthesis of cis and trans n-tosyl sulphilimines and sulphoxides from 2-alkylthianes and 2-alkylthiolanes assignments of configurations

摘要: Abstract Thiane and thiolane derivatives with 2-methyl, 2-ethyl, 2-isopropyl 2-tert-butyl groups were prepared converted to cis trans sulphilimines sulphoxides by various stereoselective methods. Cis-sulphilimines formed using t-BuOCl TsNH - in a two-stage process, while cyclic sulphides chloramine-T predominantly trans-sulphilimines. Sulphoxides enriched isomers obtained different methods of oxidation. Diastereoisomeric product distributions measured hplc the configurations diastereoisomers assigned 13 C NMR spectroscopy. Preferred conformations determined analysis X-ray data. As shown spectra, are analogous.