Af amilyo fc hiral bifunctional acid-/base-type quinine/squaramide organocatalysts is shown to be highly active promoters of the conjugate addition of 1-nitropropane to various trans-b-nitroalkenes.T he cooperation of the quinine and the sterically encumbered squaramide moieties catalyzed the Michael addition reactions at 0 8Cb yu sing ac atalyst loading of only 2mol %t oa fford the 1,3-dinitro Michael adducts with excellent enantioselectivity and diastereoselectivity (up to 95 % ee and syn/anti isomers up to 96:4).
Enantioselective Michael Addition of Nitroalkanes to Nitroalkenes Catalyzed by Chiral Bifunctional Quinine-Based Squaramides. -The reaction between (E)--nitrostyrenes and 1-nitropropane proceeds with moderate to very high yields, high dia-and very high enantioselectivities. -(KANBEROGLU, E.; TANYELI*, C.; Asian J. Org. Chem. 5 (2016) 1, 114-119, http://dx.
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