1448775-15-2Relevant 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.
Ortho-dearomatization of phenols creating all-carbon spiro-bicycles
Zheng, Chao,Wang, Lu,Li, Jingjie,Wang, Leifeng,Wang, David Zhigang
, p. 4046 - 4049 (2013/09/12)
A range of alkene-linked phenols are generally and reliably dearomatized specifically at their ortho-positions to create all-carbon quaternary stereogenic centers at the corresponding spiro-ring junctions, thus establishing a viable solution to the long-standing synthetic challenge.
