Effect of Varying the Anionic Component of a Copper(I) Catalyst on Homologation of Arylacetylenes to Allenes by the Mannich Reaction
作者： Vipan Kumar , Alex Chipeleme , Kelly Chibale
关键词:
摘要: The effect of varying the anionic component a copper(I) catalyst in homologation terminal arylacetylenes to allenes by Mannich reaction was investigated. Varying amounts allenes, bases and dimers were obtained depending on nature copper catalyst. On other hand, Eglinton–Glaser dimerizations achieved high yields with 0.5 equiv. triethylamine. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
sci-hub.se 参考文章(29)
Gary M. Coppola, Herbert F. Schuster, Allenes in organic synthesis ,(1984)
Tadashi Okuyama, Kenzo Toyoshima, Takayuki Fueno, EFFECTS OF PHENYL AND ALKYL SUBSTITUTIONS ON THE HYDROGENATION OF ALLENE WITH DIIMIDE Journal of Organic Chemistry. ,vol. 11, pp. 1604- 1608 ,(1980) , 10.1021/JO01297A012
San-yong Wang, Wei-wei Mao, Zhi-gang She, Chun-rong Li, Ding-qiao Yang, Yong-cheng Lin, Li-wu Fu, Synthesis and biological evaluation of 12 allenic aromatic ethers Bioorganic & Medicinal Chemistry Letters. ,vol. 17, pp. 2785- 2788 ,(2007) , 10.1016/J.BMCL.2007.02.084
Norbert Krause, Anja Hoffmann-Rder, Allenic Natural Products and Pharmaceuticals ChemInform. ,vol. 36, pp. 997- 1040 ,(2008) , 10.1002/9783527619573.CH18
M. Biollaz, R. M. Landeros, L. Cuellar, P. Crabbe, W. Rooks, J. A. Edwards, J. H. Fried, 17a-Propadienyl-19-nortestosterone and related compounds. New series of potent orally active progestogens Journal of Medicinal Chemistry. ,vol. 14, pp. 1190- 1192 ,(1971) , 10.1021/JM00294A012
Paul Baret, Eliezer Barreiro, Andrew E. Greene, Jean-Louis Luché, Marco-Antonio Teixeira, Pierre Crabbe, Synthesis of new allenic prostanoids Tetrahedron. ,vol. 35, pp. 2931- 2938 ,(1979) , 10.1016/S0040-4020(01)99511-0
Pierre Crabbé, Daniel André, Houda Fillion, Synthesis of homo-dinordrin, allenyl A-nor and dinor-steroids Tetrahedron Letters. ,vol. 20, pp. 893- 896 ,(1979) , 10.1016/S0040-4039(01)93581-6
K. C. Nicolaou, P. Maligres, J. Shin, E. De Leon, Darryl Rideout, DNA-cleavage and antitumor activity of designed molecules with conjugated phosphine oxide-allene-ene-yne functionalities Journal of the American Chemical Society. ,vol. 112, pp. 7825- 7826 ,(1990) , 10.1021/JA00177A070
Nurettin Balcioǧlu, Inci Uraz(Ünalan), Cetin Bozkurt, Fatma Sevin, Reaction mechanism of copper(I) catalysed head-to-head dimerization of 1-alkynes : an experimental and theoretical study Polyhedron. ,vol. 16, pp. 327- 334 ,(1997) , 10.1016/0277-5387(96)00215-X
Richard A. Gibbs, Karin Bartels, Robert W. K. Lee, William H. Okamura, An enantioselective central-axial-central chiral element transfer process leading to a concise synthesis of (+)-sterpurene: Intramolecular Diels-Alder reactions of vinylallene sulfoxides Journal of the American Chemical Society. ,vol. 111, pp. 3717- 3725 ,(1989) , 10.1021/JA00192A033