140462-48-2Relevant academic research and scientific papers
Homochiral 2,3-epoxy sulfides - powerful new synthetic building blocks providing stereoselective access to 2,3-epoxy sulfoxides, 2,3-dihydroxy sulfoxides and (E)-γ-hydroxy-α,β-unsaturated sulfoxides and sulfones. X-Ray molecular structure of rac-(2R*,3R*)-1-...
Westwell, Andrew D.,Thornton-Pett, Mark,Rayner, Christopher M.
, p. 847 - 860 (1995)
The stereoselective transformation of homochiral 2,3-epoxy sulfoxides into 2,3-epoxy sulfoxides is described.These intermediates undergo elimination under basic reaction conditions to give (E)-γ-hydroxy-α,β-unsaturated sulfoxides, and under Lewis acidic conditions form novel cyclic sulfoxonium salts which on hydrolysis give 2,3-dihydroxy sulfoxides with excellent stereochemical control. 2,3-Dihydroxy sulfoxides can also be converted into (E)-γ-hydroxy-α,β-unsaturated sulfoxides by elimination via cyclic sulfide.The synthesis of (E)-γ-hydroxy-α,β-unsaturated sulfones by base-catalysed elimination of a 2,3-epoxy sulfone is also described.
Homochiral 2,3-epoxy sulfides as precursors to E-γ-hydroxy-α,β-unsaturated sulfoxides and sulfones
Westwell,Rayner
, p. 355 - 358 (2007/10/02)
The synthesis of E-γ-hydroxy-α,β-unsaturated sulfoxides and sulfones from the corresponding homochiral 2,3-epoxy sulfides is described with excellent control of double bond geometry and stereochemistry at both the sulfoxide and secondary alcohol chiral ce
A New Method for the Dehydration of β-Hydroxy Sulfones: Synthesis of (E,S)-γ-Hydroxy-α,β-unsaturated Sulfones and (S)-ε-Hydroxy-(E,E)-α,γ-dienyl Sulfones
Kang, Suk-Ku,Park, Young-Won,Kim, Sung-Gyu,Jeon, Jae-Hoon
, p. 405 - 406 (2007/10/02)
Optically active (E,S)-γ-hydroxy-α,β-unsaturated sulfones and (S)-ε-hydroxy-(E,E)-α,γ-dienyl sulfones have been prepared in a one-pot dehydration procedure from β,γ-dihydroxy sulfones and δ,ε-dihydroxy allyl sulfones, respectively, via an elimination reac
