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Enantioselective Michael Addition of Nitroalkanes to Nitroalkenes Catalyzed by Chiral Bifunctional Quinine-Based Squaramides
Date
2015-10-26
Author
Kanberoğlu, Esra
Tanyeli, Cihangir
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A family of chiral bifunctional acid-/base-type quinine/squaramide organocatalysts is shown to be highly active promoters of the conjugate addition of 1-nitropropane to various trans-β-nitroalkenes. The cooperation of the quinine and the sterically encumbered squaramide moieties catalyzed the Michael addition reactions at 0 °C by using a catalyst loading of only 2 mol % to afford the 1,3-dinitro Michael adducts with excellent enantioselectivity and diastereoselectivity (up to 95 % ee and syn/anti isomers
Subject Keywords
Organic Chemistry
URI
https://hdl.handle.net/11511/92326
Journal
Asian Journal of Organic Chemistry
DOI
https://doi.org/10.1002/ajoc.201500339
Collections
Department of Chemistry, Article
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E. Kanberoğlu and C. Tanyeli, “Enantioselective Michael Addition of Nitroalkanes to Nitroalkenes Catalyzed by Chiral Bifunctional Quinine-Based Squaramides,”
Asian Journal of Organic Chemistry
, vol. 5, no. 1, pp. 114–119, 2015, Accessed: 00, 2021. [Online]. Available: https://hdl.handle.net/11511/92326.