72592-55-3Relevant articles and documents
"Syn-Effect" in the Conversion of (E)-Vinylic Sulfones to the Corresponding Allylic Sulfones
Hirata, Takaki,Sasada, Yoshihiro,Ohtani, Takashi,Asada, Takahiro,Kinoshita, Hideki,et al.
, p. 75 - 96 (2007/10/02)
It was found that (E)-vinylic sulfones preferentially afford (Z)-allylic sulfones as kinetically-controlled products by treatment with a base under mild conditions, while (Z)-vinylic sulfones give (E)-allylic sulfones.Such stereochemical relationship was
Convenient Methods for the Preparation of Vinylic and Allylic Sulfones from Alkenes, Haloalkanes, and Aldehydes. Stereochemistry of the Conversion of Vinylic Sulfones to the Corresponding Allylic Sulfones
Inomata, Katsuhiko,Sasaoka, Shin-ichi,Kobayashi, Toshifumi,Tanaka, Yuhji,Igarashi, Susumu,et al.
, p. 1767 - 1780 (2007/10/02)
1- or 2-p-Tolylsulfonyl(=tosyl)-1-alkenes, vinylic sulfones, were regioselectively prepared from 1-alkenes via iodosulfonization or sulfonylmercuration and also from 1-haloalkanes by the homologation or unhomologation methods.The vinylic sulfones thus prepared were further converted to the corresponding allylic sulfones under basic conditions.The stereochemistry of this conversion was discussed.One-carbon homologated allylic sulfones were directly obtained from aldehydes in good yields by the reaction with diethyl phenylsulfonylmethylphosphonate and 1,8-diazabicycloundec-7-ene (DBU) under mild conditions.
A 1,3-Rearrangement of Allylic Sulphones Caused by m-Chloroperbenzoic Acid and Sodium Hydrogen Carbonate
Kocienski, Philip
, p. 945 - 948 (2007/10/02)
The reaction of allylic sulphones with m-chloroperbenzoic acid in the presence of aqueous sodium hydrogen carbonate can result in 1,3-allylic rearrangement or isomerisation of the double bond depending on the structure of the allylic sulphone.Subsequent e