Abstract
Our initial interest in the sulfoxide group arose from some photochemical investigations in this area. We subsequently turned our attention to the resolution of two important methodological problems in organic sulfur chemistry ‐ the reduction (deoxygenation) of sulfoxides to sulfides and, albeit somewhat less successfully, the reduction of sulfones to sulfides or sulfoxides. Currently, we have been exploring the application of a novel intramolecular sila‐Pummerer reaction to the construction of ring D in the eudistomin series of alkaloids, several of which possess interesting antiviral and antitumor properties.
Our interest in sulfines was originally an offshoot of our work on the reduction of sulfoxides and from our attempts to identify unambiguously the thiosulfine (>c─S(S)) functional group. Recently, we have explored the cycloaddition reactions of a number of α-oxosulfines. The quite distinct reaction pathways available to this interesting sub–class of sulfines are presented and discussed.