72863-25-3Relevant academic research and scientific papers
"Syn-Effect" in the Desilylation Reaction of γ-Silylated Allylic and Vinylic Sulfones
Guha, Samar Kumar,Ukaji, Yutaka,Inomata, Katsuhiko
, p. 1158 - 1159 (2007/10/03)
The desilylation reaction of γ-silylated allylic sulfones was found to proceed through γ-silylated (E)-vinylic sulfones to afford the corresponding allylic sulfones by treatment with DBU and H2O. The Z/ E ratio of the resulting allylic sulfones varied according to the γ-substituents of the γ-silylated sulfones. This stereo-chemical outcome was rationalized by "syn-effect".
Stereochemistry of the Conversion of γ-substituted (E)-Vinylsulfones to the Corresponding Allylsulfones. Determination of the Relative Degree of "Syn-Effect"
Inomata, Katsuhiko,Hirata, Takaki,Suhara, Hiroshi,Kinoshita, Hideki,Kotake, Hiroshi,Senda, Hitoshi
, p. 2009 - 2012 (2007/10/02)
The relative degree of "syn-effect" for the γ-substituted vinylsulfones in their conversion to the corresponding allylsulfones with 1,8-diazabicycloundec-7-ene (DBU) was determined by observing E/Z ratios of the resulting allylsulfones as follows:
Regio- and Stereoselective Synthesis of (E)- and (Z)-Vinylic Sulfones and Their Conversion to the Corresponding Allylic Sulfones
Kobayashi, Toshifumi,Tanaka, Yuhji,Ohtani, Takashi,Kinoshita, Hideki,Inomata, Katsuhiko,Kotake, Hiroshi
, p. 1209 - 1212 (2007/10/02)
(E)- and (Z)-vinilyc sulfones were prepared regio- and stereoselectively from 1-alkenes or 1-alkynes in high yields via iodosulfonization in AcOEt-H2O.The vinylic sulfones thus prepared were converted to the corresponding allylic sulfones by treatment wit
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.
CONVENIENT METHODS FOR THE PREPARATION OF VINYLIC AND ALLYLIC SULFONES FROM ALKENES
Inomata, Katsuhiko,Kobayashi, Toshifumi,Sasaoka, Shin-ichi,Kinoshita, Hideki,Kotake, Hiroshi
, p. 289 - 292 (2007/10/02)
1 or 2-p-Toluenesulfonyl(=tosyl)-1-alkenes were regioselectively prepared from 1-alkenes via iodosulfonization or sulfonylmercuration, respectively.Conversion of 1-tosyl-1-alkenes to the corresponding allylic sulfones, 1-tosyl-2-alkenes, was achieved by t
A CONVENIENT METHOD FOR THE PREPARATION OF α-ALKYLATED VINYLIC SULFONES AND THEIR CONVERSION TO ALLYLIC SULFONES
Inomata, Katsuhiko,Tanaka, Yuhji,Sasaoka, Shin-ichi,Kinoshita, Hideki,Kotake, Hiroshi
, p. 341 - 344 (2007/10/02)
2-Pyrrolidinoalkyl p-tolyl sulfones, which were readily available by the addition of pyrrolidine to vinylic or allylic sulfones, were converted to the corresponding α-alkylated vinylic sulfones through α-alkylation followed by elimination of pyrrolidino g
