Abstract:
The reaction between 2-trimethylsilyloxyfuran and perfluoroalkylated cyclic ketimines with different ring sizes affords 5-(2-perfluoroalkyl-1-azacycloalk-2-yl)furan-2(5H)-ones in yields up to 89% and with excellent rel-(R,R)-diastereoselectivity.
Citation:
O. I. Shmatova, V. G. Nenajdenko, “Diastereoselective vinylogous Mannich reaction of perfluoroalkylated cyclic imines with 2-trimethylsilyloxyfuran”, Mendeleev Commun., 29:1 (2019), 57–58
Linking options:
https://www.mathnet.ru/eng/mendc1420
https://www.mathnet.ru/eng/mendc/v29/i1/p57
This publication is cited in the following 5 articles:
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Minoo Dabiri, Noushin Farajinia Lehi, Reza Mohammadian, “Catalytic stereoselective Mannich-type reactions for construction of fluorinated compounds”, Mol Divers, 26:2 (2022), 1267
V. A. Sukach, V. M. Tkachuk, I. Gillaizeau, M. V. Vovk, “Modern Approaches to Synthetic Design of Chiral α-Tertiary Amines Based on Trifluoromethylcontaining Ketimines: A Review”, Theor Exp Chem, 57:6 (2022), 387
K. V. Belyaeva, L. P. Nikitina, V. S. Gen', A. V. Kuzmin, A. V. Afonin, B. A. Trofimov, “A straightforward access to 2-hydroxyoxazino[3,2-f ]phenanthridines from phenanthridine, oxalylacetylenes and water”, Mendeleev Commun., 32:4 (2022), 439–442
A. M. Semenova, M. A. Ezhikova, M. I. Kodess, A. Ya. Zapevalov, A. V. Pestov, “Phosgene-free synthesis of symmetric bis(polyfluoroalkyl) carbonates”, Mendeleev Commun., 31:2 (2021), 257–258
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