6887-97-4Relevant academic research and scientific papers
Oxygen to carbon rearrangements of anomerically linked alkenols from tetrahydropyran derivatives: An investigation of the reaction mechanism via a double isotopic labelling crossover study
Buffet, Marianne F.,Dixon, Darren J.,Edwards, Gavin L.,Ley, Steven V.,Tate, Edward W.
, p. 1815 - 1827 (2007/10/03)
A variety of alkenol tetrahydropyran derivatives were prepared and subjected to a tin tetrachloride promoted anomeric oxygen to carbon rearrangement. Using this methodology many of the corresponding carbon-linked structures were synthesised, including alkenes and bicyclic ethers, in good yields. On the basis of an isotopic labelling study using 2H incorporated into the side chain and ring system it is proposed that these reactions proceed via an intermodular pathway. The Royal Society of Chemistry 2000.
