A general and efficient synthesis of substituted furans and dihydrofurans via gold-catalyzed cyclization of (Z)-2-en-4-yn-1-ols
作者： Xiangwei Du , Feijie Song , Yuhua Lu , Haoyi Chen , Yuanhong Liu
DOI: 10.1016/J.TET.2008.11.109
关键词:
摘要: A highly efficient Au-catalyzed cyclization of (Z)-enynols that proceeds under mild reaction conditions has been developed. This methodology provides rapid access to Substituted furans and stereodefined (Z)-5-ylidene-2,5-dihydrofurans in a regioselective manner frorn suitably (Z)-2-en-4-yn-1-ols. (C) 2008 Elsevier Ltd. All rights reserved.
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sci-hub.se 参考文章(58)
Herbert Waldmann, Johann Hermann Wolfgang Mulzer, Organic Synthesis Highlights ,(1990)
Theophil Eicher, Siegfried Hauptmann, Andreas Speicher, The Chemistry of Heterocycles: Structure, Reactions, Syntheses, and Applications ,(1995)
Daniel Végh, Peter Zalupsky, Jaroslav Kováč, A Short, Efficient, Multigram Synthetic Route to 2,3-Dimethylfuran and Some of its 2-Substituted Derivatives Synthetic Communications. ,vol. 20, pp. 1113- 1123 ,(1990) , 10.1080/00397919008052818
Pierre Braunstein, Hans Lehner, Dominique Matt, Kevin Burgess, Michael J. Ohlmeyer, A Platinum‐Gold Cluster: Chloro‐1κCl‐Bis(Triethylphosphine‐1κP)Bis(Triphenyl‐ Phosphine)‐2κP, 3κP‐Triangulo‐ Digold‐Platinum(1 +) Trifluoromethanesulfonate John Wiley & Sons, Inc.. pp. 218- 221 ,(2007) , 10.1002/9780470132586.CH42
Donna L. Romero, Edward L. Fritzen, The palladium catalyzed allylic alkylation of bis(trimethylsilyl) substituted propenyl acetates or carbonates in the presence of chiral ligands Tetrahedron Letters. ,vol. 38, pp. 8659- 8662 ,(1997) , 10.1016/S0040-4039(97)10380-X
Brian A. Keay, Synthesis of multi-substituted furan rings: the role of silicon Chemical Society Reviews. ,vol. 28, pp. 209- 215 ,(1999) , 10.1039/A809439J
Antonio Arcadi, Sandro Cacchi, Richard C. Larock, Fabio Marinelli, The palladium-catalysed synthesis of 2,3,5-trisubstituted furans from 2-propargyl-1,3-dicarbonyl compounds and vinylic or aryl triflates or halides. Tetrahedron Letters. ,vol. 34, pp. 2813- 2816 ,(1993) , 10.1016/S0040-4039(00)73569-6
Antonio Arcadi, Alternative synthetic methods through new developments in catalysis by gold. Chemical Reviews. ,vol. 108, pp. 3266- 3325 ,(2008) , 10.1021/CR068435D
Eloísa Jiménez-Núñez, Antonio M. Echavarren, Gold-catalyzed cycloisomerizations of enynes: a mechanistic perspective. Chemical Reviews. ,vol. 108, pp. 3326- 3350 ,(2008) , 10.1021/CR0684319
Giuliana d'Ippolito, Olimpia Iadicicco, Giovanna Romano, Angelo Fontana, None, Detection of short-chain aldehydes in marine organisms: the diatom Thalassiosira rotula Tetrahedron Letters. ,vol. 43, pp. 6137- 6140 ,(2002) , 10.1016/S0040-4039(02)01283-2