Dendron-anchored organocatalysts: the asymmetric reduction of imines with trichlorosilane, catalysed by an amino acid-derived formamide appended to a dendron
作者： M. Figlus , D. , S. T. Caldwell , D. Walas , G. Yesilbag
DOI: 10.1039/B916601G
关键词:
摘要: Asymmetric reduction of ketimines 1a–f with trichlorosilane can be catalysed by the Lewis-basic N-methylvaline-derived formamide anchored to a soluble dendron (11c) good enantioselectivity (≤94% ee) and low catalyst loading (typically 5 mol%) at room temperature in toluene. This protocol represents an improvement simplification isolation procedure recovery catalyst.
rsc.org
sci-hub.se 参考文章(95)
Ryōji Noyori, Asymmetric catalysis in organic synthesis ,(1994)
Dengming Xiao, Xumu Zhang, Highly Enantioselective Hydrogenation of Acyclic Imines Catalyzed by Ir-f-Binaphane Complexes Angewandte Chemie. ,vol. 113, pp. 3533- 3536 ,(2001) , 10.1002/1521-3757(20010917)113:18<3533::AID-ANGE3533>3.0.CO;2-O
Shou-Fei Zhu, Jian-Bo Xie, Yong-Zhen Zhang, Shen Li, Qi-Lin Zhou, Well-defined chiral spiro iridium/phosphine-oxazoline cationic complexes for highly enantioselective hydrogenation of imines at ambient pressure. Journal of the American Chemical Society. ,vol. 128, pp. 12886- 12891 ,(2006) , 10.1021/JA063444P
Anne-Marie Caminade, Paul Servin, Régis Laurent, Jean-Pierre Majoral, Dendrimeric phosphines in asymmetric catalysis Chemical Society Reviews. ,vol. 37, pp. 56- 67 ,(2008) , 10.1039/B606569B
Andrei V. Malkov, Marek Figlus, Graeme Cooke, Stuart T. Caldwell, Gouher Rabani, Mark R. Prestly, Pavel Kočovský, Organocatalysts immobilised onto gold nanoparticles: application in the asymmetric reduction of imines with trichlorosilane Organic and Biomolecular Chemistry. ,vol. 7, pp. 1878- 1883 ,(2009) , 10.1039/B821391G
Denise Méry, Didier Astruc, Dendritic catalysis: Major concepts and recent progress Coordination Chemistry Reviews. ,vol. 250, pp. 1965- 1979 ,(2006) , 10.1016/J.CCR.2005.11.012
Susana Galante-Oliveira, William J. Langston, Gary R. Burt, Maria E. Pereira, Carlos M. Barroso, Imposex and organotin body burden in the dog‐whelk (Nucella lapillus L.) along the Portuguese coast Applied Organometallic Chemistry. ,vol. 20, pp. 1- 4 ,(2006) , 10.1002/AOC.1011
Liang Yin, Rong Li, Fushan Wang, Huanling Wang, Yunfeng Zheng, Chaofeng Wang, Jiantai Ma, The synthesis of dendritic BINOL ligands and their applications in the asymmetric addition of diethylzinc to benzaldehyde Tetrahedron-asymmetry. ,vol. 18, pp. 1383- 1389 ,(2007) , 10.1016/J.TETASY.2007.05.038
Lara-Isabel Rodríguez, Oriol Rossell, Miquel Seco, Guillermo Muller, Carbosilane Dendrons Containing a P-Stereogenic Phosphine at the Focal Point. Catalytic Behavior of Their Allylpalladium Complexes in the Asymmetric Hydrovinylation of Styrene Organometallics. ,vol. 27, pp. 1328- 1333 ,(2008) , 10.1021/OM800033K
Zhouyu Wang, Xiaoxia Ye, Siyu Wei, Pengcheng Wu, Anjiang Zhang, Jian Sun, A highly enantioselective lewis basic organocatalyst for reduction of N-aryl imines with unprecedented substrate spectrum. Organic Letters. ,vol. 8, pp. 999- 1001 ,(2006) , 10.1021/OL060112G