31162-76-2Relevant articles and documents
Highly selective sulfoxidation of allylic and vinylic sulfides by hydrogen peroxide using a flavin as catalyst
Linden, Auri A.,Krueger, Lars,Baeckvall, Jan-E.
, p. 5890 - 5896 (2007/10/03)
A highly chemoselective oxidation of allylic and vinylic sulfides to the corresponding sulfoxides has been developed using flavin 1 as the oxidation catalyst and hydrogen peroxide as the terminal oxidant. The sulfoxides were formed in good to excellent yields in a highly selective manner even when an excess of the oxidant was used. Sulfone formation was completely suppressed to 0.5% (in one single case 1.5% sulfone was detected). No epoxidation of double bonds or interference with other functional groups was observed under the reaction conditions. The general applicability was demonstrated by the selective oxidation of various allylic and vinylic sulfides having different electronic properties. A number of functionalities including hydroxy, acetoxy, amino, silyloxy, and formyl groups are tolerated under these mild reaction conditions.
Effective combination of two-directional synthesis and rhenium(VII) chemistry: Total synthesis of meso polyether teurilene
Morimoto, Yoshiki,Iwai, Toshiyuki,Kinoshita, Takamasa
, p. 6792 - 6797 (2007/10/03)
The efficient total synthesis of the cytotoxic meso polyether teurilene (1), rarely occurring in nature, has been achieved through the effective combination of the concept of two-directional synthesis and the rapidly progressing rhenium(VII) chemistry. In
Organic Synthesis with sulfones. XLI. Nucleophilic substitution of allylic sulfones
Julia, Marc,Nel, Maurice,Uguen, Daniel
, p. 487 - 492 (2007/10/02)
The sulfonyl group in allylic sulfones can be displaced by a variety of nucleophiles.The reaction is particularly easy with tertiary sulfones, i.e. bearing no hydrogen atoms at the α-position.Lewis acids catalyse the displacement reaction.
