Mechanistic Study and Development of Catalytic Reactions of Sm(II)
Year: 2019
Type: article
Abstract: Despite the broad utility and application of SmI 2 in 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.
DOI: 10.1021/jacs.8b13119
Authors: Sandeepan Maity, Robert A. Flowers
Institution: Lehigh University
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: green
Award: G7680511794
OpenAlex ID: W2914354767
