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Diels-Alder reaction


Definition: A [4+2] cycloaddition reaction where a diene reacts with a compound containing a double or triple bond (a dienophile) to form an unsaturated six-membered ring compound.

ID: RXNO:0000006

Synonyms:

More about the RSC Name Reaction Ontology (RXNO)


Articles referencing this term

E factors, green chemistry and catalysis: an odyssey
Roger A. Sheldon, Chem. Commun., 2008 , 3352
DOI: 10.1039/b803584a

Rhodium-catalyzed enantioselective desymmetrization of bicyclic hydrazines with alkynylboronic esters
Stefano Crotti, Ferruccio Bertolini, Franco Macchia and Mauro Pineschi, Chem. Commun., 2008 , 3127
DOI: 10.1039/b803693d

Stereocontrolled synthesis of carbocycles via four successive pericyclic reactions
Roxanne Clément, Christiane M. Grisé and Louis Barriault, Chem. Commun., 2008 , 3004
DOI: 10.1039/b803898h

Fused tetracycles with a benzene or cyclohexadiene core: [2 + 2 + 2] cycloadditions on macrocyclic systems
Sandra Brun, Lídia Garcia, Iván González, Anna Torrent, Anna Dachs, Anna Pla-Quintana, Teodor Parella and Anna Roglans, Chem. Commun., 2008 , 4339
DOI: 10.1039/b806524a

Carbohydrate microarrays as powerful tools in studies of carbohydrate-mediated biological processes
Sungjin Park, Myung-Ryul Lee and Injae Shin, Chem. Commun., 2008 , 4389
DOI: 10.1039/b806699j

Surface immobilization of biomolecules by click sulfonamide reaction
Thimmaiah Govindaraju, Pascal Jonkheijm, Lars Gogolin, Hendrik Schroeder, Christian F. W. Becker, Christof M. Niemeyer and Herbert Waldmann, Chem. Commun., 2008 , 3723
DOI: 10.1039/b806764c

Total syntheses of (±)-montanin A and (±)-teuscorolide
I-Chia Chen, Yen-Ku Wu, Hsing-Jang Liu and Jiang-Liang Zhu, Chem. Commun., 2008 , 4720
DOI: 10.1039/b807218c

Exploiting domino enyne metathesis mechanisms for skeletal diversity generation
Richard J. Spandl, Hèléne Rudyk and David R. Spring, Chem. Commun., 2008 , 3001
DOI: 10.1039/b807278g

Binaphthol-derived phosphoric acid as a versatile catalyst for enantioselective carbon–carbon bond forming reactions
Masahiro Terada, Chem. Commun., 2008 , 4097
DOI: 10.1039/b807577h

Computational and experimental tools in solving some mechanistic problems in the chemistry of Fischer carbene complexes
Miguel A. Sierra, Israel Fernández and Fernando P. Cossío, Chem. Commun., 2008 , 4671
DOI: 10.1039/b807806h

Metal free thiol–maleimide ‘Click’ reaction as a mild functionalisation strategy for degradable polymers
Ryan J. Pounder, Matthew J. Stanford, Paul Brooks, Stephen P. Richards and Andrew P. Dove, Chem. Commun., 2008 , 5158
DOI: 10.1039/b809167f

1-Azadienes in cycloaddition and multicomponent reactions towards N-heterocycles
Bas Groenendaal, Eelco Ruijter and Romano V. A. Orru, Chem. Commun., 2008 , 5474
DOI: 10.1039/b809206k

Novel strategies for the site-specific covalent labelling of nucleic acids
Samuel H. Weisbrod and Andreas Marx, Chem. Commun., 2008 , 5675
DOI: 10.1039/b809528k

Soluble precursors of 2,3-naphthalocyanine and phthalocyanine for use in thin film transistors
Atsuko Hirao, Taiji Akiyama, Tetsuo Okujima, Hiroko Yamada, Hidemitsu Uno, Yoshimasa Sakai, Shinji Aramaki and Noboru Ono, Chem. Commun., 2008 , 4714
DOI: 10.1039/b811674a

New chemical and biological applications of fluorous technologies
Wei Zhang and Chun Cai, Chem. Commun., 2008 , 5686
DOI: 10.1039/b812433g

Controlled ring-opening polymerisation of cyclic esters: polymer blocks in self-assembled nanostructures
Andrew P. Dove, Chem. Commun., 2008 , 6446
DOI: 10.1039/b813059k

A palladium-mediated cascade cyclisation approach to the CDE cores of rubriflordilactone A and lancifodilactone G
Marie-Caroline A. Cordonnier, S. B. Jennifer Kan and Edward A. Anderson, Chem. Commun., 2008 , 5818
DOI: 10.1039/b814360a

Modular assembly of novel DNA-based catalysts
Núria Sancho Oltra and Gerard Roelfes, Chem. Commun., 2008 , 6039
DOI: 10.1039/b814489c

1-Phosphabarrelene complexes of palladium and their use in Suzuki–Miyaura coupling reactions
Matthias Blug, Clément Guibert, Xavier-Frederic Le Goff, Nicolas Mézailles and Pascal Le Floch, Chem. Commun., 2009 , 201
DOI: 10.1039/b814886d

Diels–Alder cycloaddition as a new approach toward stable PC(sp 3 )P-metalated compounds
Clarite Azerraf, Alina Shpruhman and Dmitri Gelman, Chem. Commun., 2009 , 466
DOI: 10.1039/b815051f

A microwave assisted intramolecular-furan-Diels–Alder approach to 4-substituted indoles
Filip Petronijevic, Cody Timmons, Anthony Cuzzupe and Peter Wipf, Chem. Commun., 2009 , 104
DOI: 10.1039/b816989f

Switched role of fullerene in the Diels–Alder reaction: facile addition of dienophiles to the conjugated fullerene diene moiety
Jiayao Yao, Zuo Xiao, Jianxin Zhang, Xiaobing Yang, Liangbing Gan and Wen-Xiong Zhang, Chem. Commun., 2009 , 401
DOI: 10.1039/b817300a

A model study for the concise construction of the oxapentacyclic core of cortistatins through intramolecular Diels–Alder and oxidative dearomatization–cyclization reactions
Lianzhu Liu, Yingxiang Gao, Chao Che, Na Wu, David Zhigang Wang, Chuang-Chuang Li and Zhen Yang, Chem. Commun., 2009 , 662
DOI: 10.1039/b817376a

Catalytic enantioselective construction of all-carbon quaternary stereocenters by an organocatalytic Diels–Alder reaction of α-substituted α,β-unsaturated aldehydes
Taichi Kano, Youhei Tanaka, Kenta Osawa, Taiga Yurino and Keiji Maruoka, Chem. Commun., 2009 , 1956
DOI: 10.1039/b819034h

A concise total synthesis of (±)-anthecularin
Yi Li, Christopher C. Nawrat, Gerald Pattenden and Johan M. Winne, Org. Biomol. Chem., 2009 , 7 , 639
DOI: 10.1039/b819454h

Asymmetric catalysis with chiral primary amine-based organocatalysts
Li-Wen Xu, Jie Luo and Yixin Lu, Chem. Commun., 2009 , 1807
DOI: 10.1039/b821070e

Cobalt-catalysed hydrovinylation as the key step in a short synthesis of moenocinol
Gerhard Hilt and Jonas Treutwein, Chem. Commun., 2009 , 1395
DOI: 10.1039/b822023a

Mass spectrometric screening of chiral catalysts and catalyst mixtures
Constanze Annelie Müller, Christian Markert, Antje Maria Teichert and Andreas Pfaltz, Chem. Commun., 2009 , 1607
DOI: 10.1039/b822382c

Synthetic approach to homodimeric protein–polymer conjugates
Lei Tao, Catherine S. Kaddis, Rachel R. Ogorzalek Loo, Gregory N. Grover, Joseph A. Loo and Heather D. Maynard, Chem. Commun., 2009 , 2148
DOI: 10.1039/b822799c

Chemoselective hydrogenolysis of tetrahydrofurfuryl alcohol to 1,5-pentanediol
Shuichi Koso, Ippei Furikado, Akira Shimao, Tomohisa Miyazawa, Kimio Kunimori and Keiichi Tomishige, Chem. Commun., 2009 , 2035
DOI: 10.1039/b822942b