Application of L-prolinamides as highly efficient organocatalysts for the asymmetric Michael addition of unmodified aldehydes to nitroalkenes

Naziroglu, Hayriye Nevin
Bozkurt, Selahattin
Demir, Ayhan Sıtkı
The asymmetric Michael addition of aldehydes to nitroolefins was investigated using a combination of L-prolinamide derivatives and various acidic additives. (S)-1,1'-Bi-2-naphthol was found to be the most effective co-catalyst and afforded the nitroaldehyde products with excellent yields (up to 95%), enantiomeric excesses (up to 99%) and diastereoselectivity ratios (up to 99:1).


Use of purified and modified bentonites in linear low-density polyethylene/organoclay/compatibilizer nanocomposites
Seyidoglu, Tijen; Yılmazer, Ülkü (2012-05-05)
Polyethylene-based ternary nanocomposites were prepared with different clay structures, obtained by the modification of purified Resadiye bentonite as the reinforcement, a random terpolymer of ethylene, butyl acrylate, and maleic anhydride with the trade name Lotader3210 as the compatibilizer, and linear low-density polyethylene (LLDPE) as the polymer matrix in an intensive batch mixer. The quaternary ammonium/phosphonium salts used for the modification of bentonite were dimethyldioctadecyl ammonium (DMDA) ...
Use of Specifically Tailored Chelating Polymers for Boron Removal from Aqueous Solutions by Polymer Enhanced Ultrafiltration
Doganay, Ceren Oktar; Ozbelge, H. Onder; Bicak, Niyazi; AYDOĞAN, NİHAL; Yılmaz, Levent (Informa UK Limited, 2011-01-01)
Two selective functional polychelatogens, namely hydroxyethylaminoglycerol functioned poly(glycidylmethacrylate (PNS) and Poly(4-Vinyl-1,3-dioxalan-2-one-co-vinyl acetate) (COP) were synthesized and utilized in polymer-enhanced ultrafiltration (PEUF) to remove boron from the aqueous solution. The effect of operating parameters on boron retention was investigated. PNS was synthesized in three molecular weights to observe the effect of molecular weight in borate retention. Increase in pH increased boron reten...
Synthesis of Bishomoinositols and an Entry for Construction of a Substituted 3-Oxabicyclo[3.3.1]nonane Skeleton
BARAN, ARİF; Bekarlar, Merve; Aydin, Gokay; NEBİOĞLU, MEHMET; ŞAHİN, Ertan; Balcı, Metin (2012-02-03)
1,3,3a,7a-Tetrahydro-2-benzofuran was used as key compound for the synthesis of various bishomoinositol derivatives. The diene was subjected to an epoxidation reaction for further functionalization of the diene unit. The bisepoxide obtained was submitted to a ring-opening reaction with acid in the presence of water. Various bishomoinositols were synthesized. However, when the reaction was carried out in the presence of acetic anhydride, a substituted 3-oxabicyclo[3.3.1]nonane skeleton was formed. The mechan...
Design and synthesis of novel substituted indole-acrylamide derivatives and evaluation of their anti-cancer activity as potential tubulin-targeting agents
Hawash, Mohammed; Kahraman, Deniz Cansen; OLĞAÇ, ABDURRAHMAN; Ergun, Sezen Guntekin; Hamel, Ernest; Cetin-Atalay, Rengul; BAYTAŞ, SULTAN (2022-04-01)
Novel compounds containing polar and nonpolar substitutions on the prop-2-en-1-on linker of the trans-indol-3-ylacrylamide scaffold were designed by modeling within the colchicine site of tubulin and then synthesized to determine the role of such substitutions on tubulin polymerization. We first determined the in vitro antiproliferation activities of the compounds against cancer cell lines with a particular focus on hepatocellular carcinoma. The results indicated that five of the compounds showed moderate a...
Application of FAM ligands in the metal-promoted catalytic enantioselective synthesis of organic compounds
Doğan, Özdemir; Bulut, Adnan (2009-01-01)
Novel ferrocenyl substituted aziridinyl methanol (FAM) ligands were synthesized and successfully used in metal-promoted catalytic enantioselective azomethine ylide cycloadditions, diethylzinc additions to enones, alkynylzinc additions to aldehydes, diethylzinc additions to aldehydes, and Henry reactions. These reactions are summarized in this report.
Citation Formats
H. N. Naziroglu, M. DURMAZ, S. Bozkurt, A. S. Demir, and A. SIRIT, “Application of L-prolinamides as highly efficient organocatalysts for the asymmetric Michael addition of unmodified aldehydes to nitroalkenes,” TETRAHEDRON-ASYMMETRY, pp. 164–169, 2012, Accessed: 00, 2020. [Online]. Available: