51796-02-2Relevant academic research and scientific papers
Terminal olefins to chromans, isochromans, and pyrans via allylic C-H oxidation
Ammann, Stephen E.,Rice, Grant T.,White, M. Christina
supporting information, p. 10834 - 10837 (2014/08/18)
The synthesis of chroman, isochroman, and pyran motifs has been accomplished via a combination of Pd(II)/bis-sulfoxide C-H activation and Lewis acid co-catalysis. A wide range of alcohols are found to be competent nucleophiles for the transformation under uniform conditions (catalyst, solvent, temperature). Mechanistic studies suggest that the reaction proceeds via initial C-H activation followed by a novel inner-sphere functionalization pathway. Consistent with this, the reaction shows reactivity trends orthogonal to those of traditional Pd(0)-catalyzed allylic substitutions.
THE SYNTHESIS OF HOMOTWISTANES BY THE TANDEM WESSELY OXIDATION - DIELS-ALDER REACTION SEQUENCE
Bhamare, N. K.,Granger, Thierry,John, C. R.,Yates, Peter
, p. 4439 - 4442 (2007/10/02)
Wessely oxidation of 5-(2-hydroxyphenyl)-1-pentene and -1-penten-3-ones followed by intramolecular Diels-Alder reactions gave homotwistanes; similar treatment of 5-(2-hydroxyphenyl)-3-methylene-1-pentene gave twistane and isotwistane derivatives.
