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Mechanistic Study and Development of Catalytic Reactions of Sm(II)
preprintsubmitted on 16.11.2018, 21:10 and posted on 19.11.2018, 13:59 by Sandepan Maity, Robert Flowers
Despite the broad utility and application of SmI2in synthesis, the reagent is used in stoichiometric amounts and has a high molecular weight, resulting in a large amount of material being used for reactions requiring one or more equivalents of electrons. We report mechanistic studies on catalytic reactions of Sm(II) employing a terminal magnesium reductant and trimethyl silyl chloride in concert with a non-coordinating proton donor source. Reactions using this approach permitted reductions with as little as 1 mol% Sm. The mechanistic approach enabled catalysis employing HMPA as a ligand, facilitating the development of catalytic Sm(II) 5-exo-trig ketyl olefin cyclization reactions.
Read the published paper
in Journal of the American Chemical Society