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Pure Appl. Chem., 2002, Vol. 74, No. 1, pp. 25-31

http://dx.doi.org/10.1351/pac200274010025

Toward the ideal synthesis. New transition metal-catalyzed reactions inspired by novel medicinal leads

Paul A. Wender, F. Christopher Bi, Gabriel G. Gamber, Francis Gosselin, Robert D. Hubbard, Marc J. C. Scanio, Robert Sun, Travis J. Williams and Lei Zhang

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

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  • Brady Patrick B., Yamamoto Hisashi: Rapid and Stereochemically Flexible Synthesis of Polypropionates: Super-Silyl-Governed Aldol Cascades. angew chemie 2012, n/a. <http://dx.doi.org/10.1002/ange.201108325>
  • Brady Patrick B., Yamamoto Hisashi: Rapid and Stereochemically Flexible Synthesis of Polypropionates: Super-Silyl-Governed Aldol Cascades. Angew Chem Int E 2012, n/a. <http://dx.doi.org/10.1002/anie.201108325>
  • Chen Gui-Yang, Huang Huang, Ye Jian-Liang, Wang Ai-E, Huang Hui-Ying, Zhang Hong-Kui, Huang Pei-Qiang: Enantioselective Syntheses of Rigidiusculamides A and B: Revision of the Relative Stereochemistry of Rigidiusculamide A. Chem —Asian J 2012, n/a. <http://dx.doi.org/10.1002/asia.201100809>
  • Benedetti Erica, Simonneau Antoine, Hours Alexandra, Amouri Hani, Penoni Andrea, Palmisano Giovanni, Malacria Max, Goddard Jean-Philippe, Fensterbank Louis: (Pentamethylcyclopentadienyl)Iridium Dichloride Dimer {[IrCp*Cl2]2}: A Novel Efficient Catalyst for the Cycloisomerizations of Homopropargylic Diols and N-Tethered Enynes. Synth Catal 2011, 353, 1908. <http://dx.doi.org/10.1002/adsc.201100124>
  • 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>
  • Wei Chu-Hung, Mannathan Subramaniyan, Cheng Chien-Hong: Enantioselective Synthesis of β-Substituted Cyclic Ketones via Cobalt-Catalyzed Asymmetric Reductive Coupling of Alkynes with Alkenes. J Am Chem Soc 2011, 133, 6942. <http://dx.doi.org/10.1021/ja201827j>
  • Park Sangho, Volchkov Ivan, Lee Daesung: Ring Strain-Promoted Allylic Transposition of Cyclic Silyl Ethers. Org Lett 2011, 13, 3530. <http://dx.doi.org/10.1021/ol2013473>
  • Tucker Joseph W., Stephenson Corey R. J.: Tandem Visible Light-Mediated Radical Cyclization–Divinylcyclopropane Rearrangement to Tricyclic Pyrrolidinones. Org Lett 2011, 13, 5468. <http://dx.doi.org/10.1021/ol202178t>
  • 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>
  • Gulías Moisés, López Fernando, Mascareñas José L.: Development of transition-metal-catalyzed cycloaddition reactions leading to polycarbocyclic systems. Pure and App Chemis 2011, 1. <http://dx.doi.org/10.1351/PAC-CON-10-10-23>
  • Saito Shinichi, Maeda Kyotaro, Yamasaki Ryu, Kitamura Takuya, Nakagawa Minami, Kato Korehito, Azumaya Isao, Masu Hyuma: Synthesis of Nine-Membered Carbocycles by the [4+3+2] Cycloaddition Reaction of Ethyl Cyclopropylideneacetate and Dienynes. Angew Chem 2010, 122, 1874. <http://dx.doi.org/10.1002/ange.200907052>
  • Saito Shinichi, Maeda Kyotaro, Yamasaki Ryu, Kitamura Takuya, Nakagawa Minami, Kato Korehito, Azumaya Isao, Masu Hyuma: Synthesis of Nine-Membered Carbocycles by the [4+3+2] Cycloaddition Reaction of Ethyl Cyclopropylideneacetate and Dienynes. Angew Chem Int Ed 2010, 49, 1830. <http://dx.doi.org/10.1002/anie.200907052>
  • Huang Feng, Yao Zhong-Ke, Wang Yi, Wang Yuanyuan, Zhang Jialing, Yu Zhi-Xiang: RhI-Catalyzed Two-Component [(5+2)+1] Cycloaddition Approach toward [5-8-5] Ring Systems. Chem Asian J 2010, 5, 1555. <http://dx.doi.org/10.1002/asia.201000053>
  • Xiao Kai-Jiong, Wang Yu, Ye Ke-Yin, Huang Pei-Qiang: Versatile One-Pot Reductive Alkylation of Lactams/Amides via Amide Activation: Application to the Concise Syntheses of Bioactive Alkaloids (±)-Bgugaine, (±)-Coniine, (+)-Preussin, and (−)-Cassine. Chem Eur J 2010, 16, 12792. <http://dx.doi.org/10.1002/chem.201002054>
  • Wender Paul A., Bi F. Christopher, Gamber Gabriel G., Gosselin Francis, Hubbard Robert D., Scanio Marc J. C., Sun Robert, Williams Travis J., Zhang Lei: ChemInform Abstract: Toward the Ideal Synthesis: New Transition Metal catalyzed Reactions Inspired by Novel Medicinal Leads. ChemInform 2010, 33, no. <http://dx.doi.org/10.1002/chin.200241295>
  • Reichard Holly A., McLaughlin Martin, Chen Ming Z., Micalizio Glenn C.: Regioselective Reductive Cross-Coupling Reactions of Unsymmetrical Alkynes. Eur J Org Chem 2010, 2010, 391. <http://dx.doi.org/10.1002/ejoc.200901094>
  • 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>
  • Simmons Bryon, Walji Abbas M., MacMillan David W. C.: Cycle-Specific Organocascade Catalysis: Application to Olefin Hydroamination, Hydro-oxidation, and Amino-oxidation, and to Natural Product Synthesis. Angew Chem 2009, 121, 4413. <http://dx.doi.org/10.1002/ange.200900220>
  • Simmons Bryon, Walji Abbas M., MacMillan David W. C.: Cycle-Specific Organocascade Catalysis: Application to Olefin Hydroamination, Hydro-oxidation, and Amino-oxidation, and to Natural Product Synthesis. Angew Chem Int Ed 2009, 48, 4349. <http://dx.doi.org/10.1002/anie.200900220>
  • Fan Xiaohui, Tang Min-Xian, Zhuo Lian-Gang, Tu Yong Qiang, Yu Zhi-Xiang: An expeditious and high-yield formal synthesis of hirsutene using Rh(I)-catalyzed [(5+2)+1] cycloaddition. Tetrahetron Lett 2009, 50, 155. <http://dx.doi.org/10.1016/j.tetlet.2008.10.023>
  • Harmata Michael, Huang Chaofeng: A gold-catalyzed [4+3]-cycloaddition of functionalized dioxines. Tetrahetron Lett 2009, 50, 5701. <http://dx.doi.org/10.1016/j.tetlet.2009.07.111>
  • Naganawa Yuki, Maruoka Keiji, Hashimoto Takuya: Stereoselective Construction of Seven-Membered Rings with an All-Carbon Quaternary Center by Direct Tiffeneau−Demjanov-type Ring Expansion. J Am Chem Soc 2009, 131, 6614. <http://dx.doi.org/10.1021/ja900941k>
  • 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>
  • Wong Ying-Chieh, Parthasarathy Kanniyappan, Cheng Chien-Hong: Cobalt-Catalyzed Regioselective Synthesis of Pyrrolidinone Derivatives by Reductive Coupling of Nitriles and Acrylamides. J Am Chem Soc 2009, 131, 18252. <http://dx.doi.org/10.1021/ja9088296>
  • Wender Paul A., Miller Benjamin L.: Synthesis at the molecular frontier. Appl Opt 2009, 460, 197. <http://dx.doi.org/10.1038/460197a>
  • 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>
  • Hudlicky Tomas, Reed Josephine W.: Applications of biotransformations and biocatalysis to complexity generation in organic synthesis. Chem Soc Rev 2009, 38, 3117. <http://dx.doi.org/10.1039/b901172m>
  • Michelet Véronique, Toullec Patrick Y., Genêt Jean-Pierre: Cycloisomerisierungen von 1,n-Eninen: faszinierende metallkatalysierte Umlagerungen und mechanistische Einblicke. Angew Chem 2008, 120, 4338. <http://dx.doi.org/10.1002/ange.200701589>
  • Michelet Véronique, Toullec Patrick Y., Genêt Jean-Pierre: Cycloisomerization of 1,n-Enynes: Challenging Metal-Catalyzed Rearrangements and Mechanistic Insights. Angew Chem Int Ed 2008, 47, 4268. <http://dx.doi.org/10.1002/anie.200701589>
  • 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>
  • Shi Feng, Zhou Dianxiang, Tu Shujiang, Li Chunmei, Cao Longji, Shao Qingqing: Pot, atom and step economic synthesis of fused three heterocyclic ring compounds under microwave irradiation in water. J Heterocyclic Chem 2008, 45, 1305. <http://dx.doi.org/10.1002/jhet.5570450508>
  • Lucarini Simone, Bedini Annalida, Spadoni Gilberto, Piersanti Giovanni: An improved synthesis of cis-4-phenyl-2-propionamidotetralin (4-P-PDOT): a selective MT2 melatonin receptor antagonist. Org Biomol Chem 2008, 6, 147. <http://dx.doi.org/10.1039/b713904g>
  • Saito Shinichi, Maeda Kyotaro: Nickel-catalyzed [3+2+2] cycloaddition of ethyl cyclopropylideneacetate and diynes. Synthesis of 7,6- and 7,5-fused bicyclic compounds. Tetrahetron Lett 2007, 48, 3173. <http://dx.doi.org/10.1016/j.tetlet.2007.03.051>
  • Clarke Paul A., Zaytzev Andrey V., Whitwood Adrian C.: Pot, atom and step economic (PASE) synthesis of highly functionalized piperidines: a five-component condensation. Tetrahetron Lett 2007, 48, 5209. <http://dx.doi.org/10.1016/j.tetlet.2007.05.141>
  • Clarke Paul A., Santos Soraia, Martin William H. C.: Combining pot, atom and step economy (PASE) in organic synthesis. Synthesis of tetrahydropyran-4-ones. Green Chem 2007, 9, 438. <http://dx.doi.org/10.1039/b700923b>
  • Wender Paul A., Croatt Mitchell P., Deschamps Nicole M.: Metal-Catalyzed [2+2+1] Cycloadditions of 1,3-Dienes, Allenes, and CO. Angew Chem 2006, 118, 2519. <http://dx.doi.org/10.1002/ange.200600300>
  • 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., Croatt Mitchell P., Deschamps Nicole M.: Metal-Catalyzed [2+2+1] Cycloadditions of 1,3-Dienes, Allenes, and CO. Angew Chem Int Ed 2006, 45, 2459. <http://dx.doi.org/10.1002/anie.200600300>
  • 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>
  • Trost Barry M., Shen Hong C., Horne Daniel B., Toste F. Dean, Steinmetz Bernhard G., Koradin Christopher: Syntheses of Seven-Membered Rings: Ruthenium-Catalyzed Intramolecular [5+2] Cycloadditions. Chem Eur J 2005, 11, 2577. <http://dx.doi.org/10.1002/chem.200401065>
  • Ulaczyk-Lesanko Agnieszka, Hall Dennis G: Wanted: new multicomponent reactions for generating libraries of polycyclic natural products. Curr Opin Chem Biol 2005, 9, 266. <http://dx.doi.org/10.1016/j.cbpa.2005.04.003>
  • Pearson Anthony J., Wang Xiaolong: Dynamic kinetic resolution during iron carbonyl promoted [6+2] ene-type reactions. Tetrahetron Lett 2005, 46, 3123. <http://dx.doi.org/10.1016/j.tetlet.2005.02.166>
  • Pearson Anthony J., Wang Xiaolong: A stereospecific intramolecular [4π+4π] cycloaddition reaction between tricarbonyliron-complexed cyclohexadiene and pendant dienes. Tetrahetron Lett 2005, 46, 4809. <http://dx.doi.org/10.1016/j.tetlet.2005.05.045>