1202357-35-4Relevant articles and documents
Synthesis and reactivity of enantiomerically enriched thiiranium ions
Denmark, Scott E.,Vogler, Thomas
supporting information; experimental part, p. 11737 - 11745 (2010/06/12)
Enantiomerically enriched thiiranium ion 5 has been prepared by silverassisted ionization of chloro sulfide 4 at -20°C. This thiiranium ion is configurationally stable in solution up to room temperature as demonstrated by the stereospecific capture of the ion by various oxygen- and nitrogen-based nucleophiles. Both isolated olefins and weak Lewis bases can promote the racemization of 5 but these processes can also be suppressed at low temperature. Capture of 5 by methanol is faster than the racemization processes.