Asymmetric Biginelli Reaction Catalyzed by Silicon, Titanium and Aluminum Oxides
Tóm tắt
The asymmetric Biginelli reaction was investigated in the presence of N-[(2S,4R)-4-hydroxyprolyl]-(S)-1-phenylethylamine as chiral inducer and silicon, titanium or aluminum oxides (individual and mixed, bulk and nanosized) as heterogeneous catalysts. It has been shown that all studied oxides improve chemo- and stereoselectivity of the Biginelli reaction.
Tài liệu tham khảo
Kappe CO (1993) Tetrahedron 49:6937
Vdovina SV, Mamedov VA (2008) Russ Chem Rev 77:1017
Sandhu SS, Sandhu JS (2012) ARKIVOC i:66
Heravi MM, Asadi S, Lashkariani BM (2013) Mol Divers 17:389
Wan JP, Lina Y, Liua Y (2014) Curr Org Chem 18:687
Graaff C, Ruijter E, Orru RVA (2012) Chem Soc Rev 41:3969
Wang M, Xie MH, Wu CD, Wang YG (2009) Chem Commun 17:2396
Titova Y, Fedorova O, Rusinov G, Vigorov A, Krasnov V, Murashkevich A, Charushin V (2015) Catal Today 241:270
Uhm YR, Lee HM, Fedorova O, Ovchinnikova I, Valova M, Rusinov G, Charushin V, Rhee CK (2010) Res Chem Intermed 36:867
Fedorova OV, Valova MS, Yua T, Ovchinnikova IG, Grishakov AN, Uimin MA, Mysik AA, Ermakov AE, Rusinov GL, Charushin VN (2011) Kinet Catal 52:226
Krivtsov IV, Titova YuA, Ilkaeva MV, Avdin VV, Fedorova OV, Khainakov SA, Garcia JR, Rusinov GL, Charushin VN (2014) J Sol-Gel. Sci Technol 69:448
Xin J, Chang L, Hou Z, Shang D, Liu X, Feng X (2008) Chem Eur J 14:3177
Davydov A (2003) Molecular spectroscopy of oxide catalyst surfaces. Wiley-Ltd, Chichester
Kleidernigg OP, Kappe CO (1997) Tetrahedron Asymmetry 8:2057
Syed NA, Muhammad MH (2011) J Chromatogr Sci 49:292
Murashkevich AN, Alisienok OA, Zharskiy IM, Yukhno EK (2013) J Sol-Gel Sci Technol 68:509
Murashkevich AN, Lavitskaya AS, Barannikova TI, Zharskii IM (2008) J Appl Spectrosc 75:730
Fedorova OV, Koryakova OV, Valova MS, Ovchinnikova IG, Titova YA, Rusinov GL, Charushin VN (2010) Kinet Catal 51:566
Liberto NA, Silva SP, Fátima ÂD, Fernandes SA (2013) Tetrahedron 69:8245
Valova MS, Koryakova OV, Maximovskikh AI, Fedorova OV, Murashkevich AN, Alisienok OA (2014) J Appl Spectrosc 81:422
Tanabe K (1970) Solid acids and bases. Their catalytic properties. Academic Press, New-York
Alvim HGO, Silva EN, Neto BAD (2014) RSC Adv 4:54282
Puripat M, Ramozzi R, Hatanaka M, Parasuk W, Parasuk V, Morokuma K (2015) J Org Chem 80:6959
An D, Fan YS, Gao Y, Zhu ZQ, Zheng LY, Zhang SQ (2014) Eur J Org Chem 2:301
Kappe CO (1997) J Org Chem 62:7201
De Souza ROMA, Da Penha ET, Milagre HMS, Garden SJ, Esteves PM, Eberlin MN, Antunes OAC (2009) Chem Eur J 15:9799
Titova YuA, Fedorova OV, Rusinov GL, Charushin VN (2015) Russ Chem Rev 84:1294
Saha S, Moorthy JN (2011) J Org Chem 76:396