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Updated: Mar 6, 2026

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Catalytic Asymmetric Diamination of Styrenes
Kilian Muñiz1,2, Laura Barreiro1, R Martín Romero1
1Institute of Chemical Research of Catalonia (ICIQ), The Barcelona Institute of Science and Technology , 16 Avgda. Països Catalans, 43007 Tarragona, Spain.
Abstract:
An enantioselective catalytic vicinal diamination of styrenes is reported, which proceeds under entirely intermolecular reaction control. It relies on a chirally modified aryliodine(I) catalyst and proceeds within an iodine(I/III) manifold with conventional 3-chloroperbenzoic acid as a terminal oxidant. An environmentally benign solvent combination not only adds to the attractiveness of the process but also slows down the rate of the undesired background reaction. A total of 30 examples are presented, which consistently provide high enantiomeric excesses in the range 91-98%.
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