106426-95-3Relevant academic research and scientific papers
Lewis Acid-Mediated Carbon-Carbon Bond Forming Reaction Using the Pummerer Rearrangement Products from Chiral β-Hydroxy Sulfoxides
Kosugi, Hiroshi,Watanabe, Yasuyuki,Uda, Hisashi
, p. 1865 - 1868 (2007/10/02)
The Pummerer rearrangement products, obtained from (RC,RS)-β-hydroxy sulfoxide derivatives, react with silyl enol ethers or a ketene silyl acetal in the presence of ZnBr2 to give the γ-hydroxy-β-tolylthio carbonyl derivatives, which, in turn, are converted to optically pure (E)-γ-hydroxy-α,β-unsaturated carbonyl compounds and 5-substituted 2(5H)-furanones, respectively.
Highly Enantioselective Rearrangement of (S)-E-α-p-Tolylsulphinyl-α,β-enolates to (R)-E-γ-Hydroxy-α,β-enoates
Kosugi, Hiroshi,Kitaoka, Masaki,Takahashi, Akira,Uda, Hisashi
, p. 1268 - 1270 (2007/10/02)
On treatment with pyridine-camphorsulphonic acid, (S)-E-α-p-tolylsulphinyl-α,β-enoates (4) undergo enantioselectively a sequential prototropic shift and allylic sulphoxide-sulphenate rearrangement to produce (R)-E-γ-hydroxy-α,β-enoates (2) in 64-72percent
