101261-97-6Relevant academic research and scientific papers
Gold(I)-catalyzed tandem rearrangement-nucleophilic substitution of α-acetoxy alkynyl oxiranes or aziridines: Efficient approach to furans and pyrroles
Blanc, Aurelien,Alix, Aurelien,Weibel, Jean-Marc,Pale, Patrick
supporting information; experimental part, p. 1644 - 1647 (2010/06/15)
Highly substituted furans and pyrroles were efficiently formed by a new gold(I)-catalyzed tandem rearrangement-nucleophilic substitution of acetoxylated alkynyl oxiranes and aziridines in the presence of various nucleophiles.
An atom-economic and selective ruthenium-catalyzed redox isomerization of propargylic alcohols. An efficient strategy for the synthesis of leukotrienes
Trost, Barry M.,Livingston, Robert C.
supporting information; experimental part, p. 11970 - 11978 (2009/02/05)
Catalytic ruthenium complexes in conjunction with an indium cocatalyst and Broensted acid isomerize primary and secondary propargylic alcohols in good yields to provide trans enals and enones exclusively. Readily available indenylbis(triphenylphosphine)ruthenium chloride, in the presence of indium triflate and camphorsulfonic acid, gives the best turnover numbers and reactivity with the broadest range of substrates. Deuterium labeling experiments suggest that the process occurs through propargylic hydride migration followed by protic cleavage of the resultant vinylruthenium intermediate. Application of this method to the synthesis of leukotriene B4 demonstrates its utility and extraordinary selectivity.
