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D. Grassi, A. Alexakis,
“Copper-Free Asymmetric Allylic Alkylation Using Grignard Reagents on Bifunctional Allylic Bromides”
Org. Lett. 2012, 14, 1568-1571.
A series of substrates containing a vinylic bromide were employed in a copper-free methodology using bidendate NHC ligands. The desired compounds are generally obtained with good enantioselectivity and good regioselectivity. Importantly the copper-catalyzed system afforded a lower enantioselectivity value. The catalytic products could be transformed into a broad scope of new 1,1-disubstituted olefins in a single step transformation without erosion of the enantioselectivity.
DOI : 10.1021/ol300299b
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