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Pure Appl. Chem., 2003, Vol. 75, No. 2-3, pp. 143-155

http://dx.doi.org/10.1351/pac200375020143

Inspirations from nature. New reactions, new therapeutic leads, and new drug delivery systems

P. A. Wender*, J. L. Baryza, S. E. Brenner, M. O. Clarke, G. G. Gamber, J. C. Horan, T. C. Jessop, Cindy Kan, K. Pattabiraman and T. J. Williams

Department of Chemistry, Stanford University, Stanford, CA 94305, USA

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  • Bonne Damien, Constantieux Thierry, Coquerel Yoann, Rodriguez Jean: Stereoselective Multiple Bond-Forming Transformations (MBFTs): The Power of 1,2- and 1,3-Dicarbonyl Compounds. Chem. Eur. J. 2013, 19, 2218. <http://dx.doi.org/10.1002/chem.201204018>
  • Jiao Lei, Yu Zhi-Xiang: Vinylcyclopropane Derivatives in Transition-Metal-Catalyzed Cycloadditions for the Synthesis of Carbocyclic Compounds. J. Org. Chem. 2013, 78, 6842. <http://dx.doi.org/10.1021/jo400609w>
  • Liu Jia-Yan, Li Qiu-Yun, Jiang Bo, Tu Shu-Jiang: Three-component domino reactions providing rapid and efficient routes to fully substituted pyrroles. RSC Adv. 2013, 3, 5056. <http://dx.doi.org/10.1039/c3ra40252e>
  • Bai Yu, Tao Weijie, Ren Jun, Wang Zhongwen: Lewis Acid Catalyzed Intramolecular [4+2] and [3+2] Cross-Cycloaddition of Alkynylcyclopropane Ketones with Carbonyl Compounds and Imines. Angew. Chem. 2012, 124, 4188. <http://dx.doi.org/10.1002/ange.201200450>
  • Bai Yu, Tao Weijie, Ren Jun, Wang Zhongwen: Lewis Acid Catalyzed Intramolecular [4+2] and [3+2] Cross-Cycloaddition of Alkynylcyclopropane Ketones with Carbonyl Compounds and Imines. Angew. Chem. Int. Ed. 2012, 51, 4112. <http://dx.doi.org/10.1002/anie.201200450>
  • Jiang Bo, Feng Bao-Ming, Wang Shu-Liang, Tu Shu-Jiang, Li Guigen: Domino Constructions of Pentacyclic Indeno[2,1-c]quinolines and Pyrano[4,3-b]oxepines by [4+1]/[3+2+1]/[5+1] and [4+3] Multiple Cyclizations. Chem. Eur. J. 2012, 18, 9823. <http://dx.doi.org/10.1002/chem.201201109>
  • Mochly-Rosen Daria, Das Kanad, Grimes Kevin V.: Protein kinase C, an elusive therapeutic target?. Nat Rev Drug Discov 2012, 11, 937. <http://dx.doi.org/10.1038/nrd3871>
  • Sandaroos Reza, Molaei Hamid Reza, Damavandi Saman, Eshghi Hossein, Nasseri Mohammad Ali: Ferric Hydrogensulfate-Catalyzed One-Pot Synthesis of Indeno[1,2-b]quinoline-7-ones. Synthesis & Reactivity in Inorg Metal-Org & Nano-Metal Chem 2012, 42, 573. <http://dx.doi.org/10.1080/15533174.2011.613887>
  • Li Dongzhen, Cao Yang, Shi An, Xi Zhenfeng: Facile One-Pot Construction of Polycyclic Frameworks using a Synergistic Diels-Alder Reaction, Ene Reaction, and Allylation Reaction Strategy. Chem Asian J 2011, 6, 392. <http://dx.doi.org/10.1002/asia.201000257>
  • Lu Yu, Woo Sang Kook, Krische Michael J.: Total Synthesis of Bryostatin 7 via C–C Bond-Forming Hydrogenation. J Ann Chem Soc 2011, 133, 13876. <http://dx.doi.org/10.1021/ja205673e>
  • Jiang Bo, Wang Xiang, Shi Feng, Tu Shu-Jiang, Li Guigen: New multicomponent cyclization: domino synthesis of pentasubstituted pyridines under solvent-free conditions. Org Biomol Chem 2011, 9, 4025. <http://dx.doi.org/10.1039/c0ob01258k>
  • Jiang Bo, Zhang Ge, Ma Ning, Shi Feng, Tu Shu-Jiang, Kaur Parminder, Li Guigen: A new rapid multicomponent domino reaction for the formation of functionalized benzo[h]pyrazolo[3,4-b]quinolines. Org Biomol Chem 2011, 9, 3834. <http://dx.doi.org/10.1039/c1ob05034f>
  • Wang Junfeng, Li Qin, Qi Chao, Liu Yi, Ge Zemei, Li Runtao: Primary 1,2-diamine catalysis III: an unexpected domino reaction for the synthesis of multisubstituted cyclohexa-1,3-dienamines. Org Biomol Chem 2010, 8, 4240. <http://dx.doi.org/10.1039/c0ob00089b>
  • Sainte-Luce Banchelin Thomas, Carret Sébastien, Giannini Audrey, Deprés Jean-Pierre: Short and Stereoselective Total Synthesis of Δ-11,13-Didehydroguaianes and -guaianolides: Synthesis of (±)-Achalensolide and (±)-Pechueloic Acid; Revision of the Structure of (+)-Rupestonic Acid. Eur J Org Chem 2009, 2009, 3678. <http://dx.doi.org/10.1002/ejoc.200900456>
  • Rodriguez Jean, Roger Pierre-Yves, Blondeau Fabien, Bensa David, Constantieux Thierry: Synthesis and palladium-catalysed isomerisation of fused polycyclic tetrahydrofurans: efficient and stereoselective one-pot domino construction of functionalised bridged bicyclo[n.2.1] ring systems. Mol Divers 2009, 13, 469. <http://dx.doi.org/10.1007/s11030-009-9131-2>
  • Jiang Bo, Tu Shu-Jiang, Kaur Parminder, Wever Walter, Li Guigen: Four-Component Domino Reaction Leading to Multifunctionalized Quinazolines. J Am Chem Soc 2009, 131, 11660. <http://dx.doi.org/10.1021/ja904011s>
  • Sotoca Enrique, Allais Christophe, Constantieux Thierry, Rodriguez Jean: User-friendly stereoselective one-pot access to 1,4-diazepane derivatives by a cyclodehydrative three-component reaction with 1,3-dicarbonyls. Org Biomol Chem 2009, 7, 1911. <http://dx.doi.org/10.1039/b821343g>
  • Coquerel Yoann, Filippini Marie-Hélène, Bensa David, Rodriguez Jean: The MARDi Cascade: A Michael-Initiated Domino-Multicomponent Approach for the Stereoselective Synthesis of Seven-Membered Rings. Chem Eur J 2008, 14, 3078. <http://dx.doi.org/10.1002/chem.200701708>
  • Carret Sébastien, Deprés Jean-Pierre: Access to Guaianolides: Highly Efficient Stereocontrolled Total Synthesis of (±)-Geigerin. Angew Chem 2007, 119, 6994. <http://dx.doi.org/10.1002/ange.200702031>
  • Carret Sébastien, Deprés Jean-Pierre: Access to Guaianolides: Highly Efficient Stereocontrolled Total Synthesis of (±)-Geigerin. Angew Chem Int Ed 2007, 46, 6870. <http://dx.doi.org/10.1002/anie.200702031>
  • Zhao Ligang, de Meijere Armin: Nickel-Catalyzed Intermolecular [3+2+2] and [2+2+2] Cocyclizations of Bicyclopropylidene and Alkynes. Adv Synth Catal 2006, 348, 2484. <http://dx.doi.org/10.1002/adsc.200600348>
  • Wender Paul A., Deschamps Nicole M., Sun Robert: RhI-Catalyzed CC Bond Activation: Seven-Membered Ring Synthesis by a [6+1] Carbonylative Ring-Expansion Reaction of Allenylcyclobutanes. Angew Chem 2006, 118, 4061. <http://dx.doi.org/10.1002/ange.200600806>
  • Wender Paul A., Deschamps Nicole M., Sun Robert: RhI-Catalyzed CC Bond Activation: Seven-Membered Ring Synthesis by a [6+1] Carbonylative Ring-Expansion Reaction of Allenylcyclobutanes. Angew Chem Int Ed 2006, 45, 3957. <http://dx.doi.org/10.1002/anie.200600806>
  • Liéby-Muller Frédéric, Simon Céline, Constantieux Thierry, Rodriguez Jean: Current Developments in Michael Addition-Based Multicomponent Domino Reactions Involving 1,3-Dicarbonyls and Derivatives. QSAR Comb Sci 2006, 25, 432. <http://dx.doi.org/10.1002/qsar.200540201>
  • Manning Thomas J., Rhodes Emily, Land Michael, Parkman Render, Sumner Brandy, Lam TuKiet T., Marshall¶ Alan G., Phillips Dennis: Impact of environmental conditions on the marine natural product bryostatin 1. Nat Prod Res 2006, 20, 611. <http://dx.doi.org/10.1080/14786410500462645>
  • Regulation of Stereoselectivity and Reactivity in the Inter- and Intramolecular Allylic Transfer Reactions. Bulletin of the Korean Chemical Society 2006, 27, 463. <http://dx.doi.org/10.5012/bkcs.2006.27.4.463>
  • Manning Thomas J., Land Michael, Rhodes Emily, Chamberlin Linda, Rudloe Jack, Phillips Dennis, Lam Tukiet T., Purcell Jeremiah, Cooper Helen J., Emmett Mark R.: Identifying bryostatins and potential precursors from the bryozoan Bugula neritina. Nat Prod Res Part A 2005, 19, 467. <http://dx.doi.org/10.1080/14786410412331280041>