Publications & Patents

Publications

 

82. Visible-Light-Mediated Remote Aliphatic C−H Functionalizations through a 1,5-Hydrogen Transfer Cascade

W. Shu, C. Nevado*

Angew. Chem. Int. Ed. (2017), 56, 1881-1884.

 

 


 

81. Expeditious diastereoselective synthesis of elaborated ketones via remote Csp3–H functionalization

W. Shu, A. Lorente, E. Gómez-Bengoa, C. Nevado*

Nature Commun. (2017), 8, 13832.

 

 


 

80. A Gold- and Brønsted acid Catalytic Interplay Towards the Synthesis of Highly Substituted Tetrahydrocarbazoles

D. Garayalde, G. Rusconi, C. Nevado*

Helv. Chim. Acta (2017), DOI: 10.1002/hlca.201600333

 

 


 

79. Gold-Catalyzed Direct Oxidative Arylation with Boron Coupling Partners

M. Hofer, A. Genoux, R. Kumar, C. Nevado*

Angew. Chem. Int. Ed. (2017), 56, 1021-1025.

 

 


 

78. Cyclometalated Au(III) complexes: Synthesis, Reactivity and Physicochemical Properties

R. Kumar, C. Nevado*

Angew. Chem. Int. Ed. (2017), 56, 1994-2015.

 

 


 

77. Evidence for Direct Transmetalation of AuIII-F with Boronic Acids

R. Kumar, A. Linden, C. Nevado*

J. Am. Chem. Soc. (2016), 138, 13790-13793.

 

 


 

76. In Vivo Performance and Properties of Tamoxifen Metabolites for CreERT2 Control

A. Felker, S. Nieuwenhuize, A. Dolbois, K. Blazkova, C. Hess, L. W. L. Low, S. Burger, N. Samson, T. J. Carney, P. Bartunek, C. Nevado, C. Mosimann*

PLOS ONE, (2016), 11(4), e0152989/1-e0152989/17.

 


 

75. Nickel-Catalyzed Stereoselective Dicarbofunctionalization of Alkynes

Z. Dong, A. García-Domínguez, C. Nevado*

Angew. Chem. Int. Ed. (2016), 55, 6938-6941.

 

 


 

74. The “gatekeeper” residue influences the binding mode of acetyl indoles to bromodomains

A. Unzue, H. Zhao, G. Lolli, J. Dong, J. Zhu, M. Zechner, A. Dolbois, A. Caflisch*, C. Nevado*

J. Med. Chem. (2016), 59, 3087-3097.

 

 


 

73. Palladium-catalyzed incorporation of atmospheric CO2: efficient synthesis of functionalized oxazolidinones

P. García-Domínguez, L. Fehr, G. Rusconi, C. Nevado*

Chem. Sci. (2016), 7, 3914-3918

 

 


 

72. Au–Pd Bimetallic Catalysis: The Importance of Anionic Ligands in Catalyst Speciation

P. García-Domínguez, C. Nevado*

J. Am. Chem. Soc. (2016), 138, 3266-3269.

 

 


 

71. Three stories on Eph kinase inhibitors: from in silico discovery to in vivo validation

A. Unzue, K. Lafleur, H. Zhao, T. Zhou, J. Dong, P. Kolb, J. Liebl, S. Zahler, A. Caflisch*, C. Nevado*

Eur. J. Med. Chem. (2016), 112, 347-366.

 

 


 

70. Gold-Mediated Reactions

E. Merino, A. Salvador, C. Nevado

Science of Synthesis, Applications of Domino Transformations in Organic Synthesis 1, 2015/4a, 535-576

 

 


 

69. Luminescent (N^C^C)-Gold(III) Complexes: Stabilized Gold(III) Fluorides

R. Kumar, A. Linden, C. Nevado*

Angew. Chem., Int. Ed. (2015), 54, 14287-14290

 

 


 

68. Pd-Catalyzed Stereoselective Carboperfluoroalkylation of Alkynes

Z. Dong, A. García-Domínguez, C. Nevado*

J. Am. Chem. Soc. (2015), 137, 11610-11613

 

 


 

67. Discovery of CREBBP Bromodomain Inhibitors by High-Throughput Docking and Hit Optimization Guided by Molecular Dynamics

M. Xu, A. Unzue, J. Dong, D. Spiliotopoulos, C. Nevado*, A. Caflisch*

J. Med. Chem. (2015) DOI: 10.1021/acs.jmedchem.5b00171

 

 


 

66.  Fragment-based Design of Selective Nanomolar Ligands of the CREBBP Bromodomain

A. Unzue, M. Xu, J. Dong, L. Wiedmer, D. Spiliotopoulos, A. Caflisch*, C. Nevado*

J. Med. Chem. (2015) DOI: 10.1021/acs.jmedchem.5b00172

 

 


 

65. Stereoselective Synthesis of Highly Functionalized Indanes and Dibenzocycloheptadienes through Complex Radical Cascade Reactions

W. Kong, N. Fuentes, A. García-Domínguez, E. Merino, C. Nevado*

Angew. Chem., Int. Ed. (2015), 54, 2517-2521

 

Link to full-size graphical abstract

 


 

64. Cyclization Cascades via N-Amidyl Radicals toward Highly Functionalized Heterocyclic Scaffolds

N. Fuentes, W. Kong, L. Fernández-Sánchez, E. Merino, C. Nevado*

J. Am. Chem. Soc. (2015), 137, 964-973

 

Abstract Image

 


 

63. Hydroarylation Reactions

T. de Haro, C. Nevado

Comprehensive Organic Synthesis (2nd Edition) (2014), 5, 1621-1659

 


 

62. Gold-catalyzed migrations and ring expansions

E. Merino, L. Fernández-Sánchez, C. Nevado

Patai's Chemistry of Functional Groups (Organogold Compounds), (2014), Pt. 1, 235-305

 


 

61. Pyrrolo[3,2-b]quinoxaline Derivatives as Types I1/2 and II Eph Tyrosine Kinase Inhibitors: Structure-Based Design, Synthesis, and in Vivo Validation

A. Unzue, J. Dong, K. Lafleur, H. Zhao, E. Frugier, A. Caflisch*, C. Nevado*

J. Med. Chem. (2014), 57, 6834–6844

 

Abstract Image

 


 

60. Divergent Reaction Mechanisms in the Aminofluorination of Alkenes

W. Kong, E. Merino, C. Nevado*

Chimia (2014), 48, 430-435

 


 

59. Addition of CF3 across unsaturated moieties: a powerful functionalization tool

E. Merino*, C. Nevado*

Chem. Soc. Rev. (2014), 43, 6598-6608

 

Graphical abstract: Addition of CF3 across unsaturated moieties: a powerful functionalization tool

 


 

58. Arylphosphonylation and Arylazidation of Activated Alkenes

W. Kong, E. Merino, C. Nevado*

Angew. Chem., Int. Ed. (2014), 53, 5078-5082 (Hot Paper)

 


 

57. A Neutral Gold(III)-Boron Transmetalation

M. Hofer, E. Gómez-Bengoa, C. Nevado*

Organometallics (2014), 33, 1328-1332 (Cover Paper)

 

http://pubs.acs.org/appl/literatum/publisher/achs/journals/content/orgnd7/2014/orgnd7.2014.33.issue-6/om400884s/production/images/medium/om-2013-00884s_0009.gif

 


 

56. Metal-Free Aryltrifluoromethylation of Activated Alkenes

W. Kong, M. Casimiro, N. Fuentes, E. Merino, C. Nevado*

Angew. Chem., Int. Ed. (2013), 52, 13086-13090

 

 


 

55. On Gold Catalysis and Beyond...

E. Merino, C. Nevado*

Chimia (2013), 67, 663-668

 


 

54. Copper- Catalyzed One-Pot Trifluoromethylation/Aryl Migration/Desulfonylation and C(sp2)-N Bond Formation of Conjugated Tosyl Amides

W. Kong, M. Casimiro, E. Merino, C. Nevado*

J. Am. Chem. Soc. (2013), 135, 14480-14483

 

Abstract Image

 

 

 

 


 

53. Cross-Coupling of Arene-Gold(III) Complexes

M. Hofer, C. Nevado*

Tetrahedron (2013), 69, 5751-5757

 

http://origin-ars.els-cdn.com/content/image/1-s2.0-S004040201300567X-fx1.jpg

 


 

52. Regio and Enantioselective Aminofluorination of Alkenes

W. Kong, P. Feige, T. de Haro, C. Nevado*

Angew. Chem. Int. Ed. (2013), 52, 2469-2473

(highlighted by Organic Chemistry Portal)

 

 


 

51. Optimization of Inhibitors of the Tyrosine Kinase EphB4. 2. Cellular Potency Improvement and Binding Mode Validation by X-ray Crystallography

K. Lafleur, J. Dong, D. Huang, A. Caflisch, C. Nevado*

J. Med. Chem. (2013), 56(1), 84-96

 

Abstract Image

 


 

50. Gold-Catalyzed Reactions of Alkenes

T. de Haro, D. Garayalde, C. Nevado*

Science of Synthesis, Knowledge Updates, 2012/3, 171-225

 

 


 

49.  Synthetic Potential Behind Gold-Catalyzed Redox Processes

C. Nevado*, T. de Haro

New Strategies in Chemical Synthesis and Catalysis (2012), 247-272

 

New Strategies in Chemical Synthesis and Catalysis (3527330909) cover image

 

 

 

 

 

 

 

 


 

48. Discovery of a Novel Chemotype of Tyrosine Kinase Inhibitors by Fragment-Based Docking and Molecular Dynamics

H. Zhao, J. Dong, K. Lafleur, C. Nevado*, A. Caflisch*

J. Med. Chem. Lett. 2012, 3, 834-838

 

http://pubs.acs.org/appl/literatum/publisher/achs/journals/content/amclct/2012/amclct.2012.3.issue-10/ml3001984/production/images/medium/ml-2012-001984_0008.gif

 


 

47. Dual Roles in Gold Catalysis

C. Nevado*

Abstracts of Papers, 244th ACS National Meeting & Exposition, Philadelphia, PA, United States, August 19-23, 2012 (2012), ORGN-401

 


 

46. Catalytic Applications of Gold Carbenes: Gold-Stabilized Carbocations

C. Nevado*

Abstracts of Papers, 244th ACS National Meeting & Exposition, Philadelphia, PA, United States, August 19-23, 2012 (2012), INOR-599.

 


 

45. Gold-Containing and Gold-Generated 1,n-Dipoles as Useful Platforms toward Cycloadditions and Cyclizations

D. Garayalde, C. Nevado*

ACS Catal. 2012, 2, 1462-1479

Abstract Image

 


 

44. [1,3-Bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene]-chloridogold(I)

A. Linden, T. de Haro, C. Nevado*

Acta Crystallogr., Sect. C: Cryst. Struct. Commun. (2012), C68, m1-m3

 

[Scheme 1]

 


 

43. Gold-Catalyzed 1,2-/1,2-Bisacetoxy Migration of 1,4-Bispropargyl Acetates: A Mechanistic Study

T. de Haro, E. Gómez-Bengoa, R. Cribiú, X. Huang, C. Nevado*

Chem. Eur. J. (2012), 18, 6811-6824

 

Link to full-size graphical abstract

 


 

42. Unexpected Outcomes of the Oxidation of (Pentafluorophenyl)triphenylphosphanegold(I)

M. Hofer, C. Nevado*

Eur. J. Inorg. Chem. (2012), 9, 1338-1341

 

Link to full-size graphical abstract

 


 

41. On Gold-Mediated C-H Activation Processes

T. de Haro, C. Nevado*

Synthesis (2011), 16, 2530-2539

 

/media/synthesis/201116/m533_ga.jpg

 


 

40. Synthetic Applications on Gold-Catalyzed Ring Expansions

D. Garayalde, C. Nevado*

Beilstein J. Org. Chem. (2011), 7, 767-780

 

1860-5397-7-87

 


 

39. Flexible Gold-Catalyzed Regioselective Oxidative Difunctionalization of Alkenes

T. de Haro, C. Nevado*

Angew. Chem. Int. Ed. (2011), 123, 936-940

 

 


 

38. Gold-Catalyzed Cyclopenta/heptannulation Cascades: A Formal Total Synthesis of (-)-Frondosin A and B

D. Garayalde, K. Kruger, C. Nevado*

Angew. Chem. Int. Ed. (2011), 123, 941-945

 

 


 

37. Gold-Catalyzed Synthesis of α-Fluoroacetals and α-Fluoroketones from Alkynes

T. de Haro, C. Nevado*

Adv. Synth.Cat. (2010), 352, 2767-2772

 

Link to full-size graphical abstract

 


 

36. Conference Report: The 45th EUCHEM Conference on Stereochemistry (Burgenstock Conference 2010)

C. Mazet, C. Nevado*

Chimia (2010), 64, 421-424

 


 

35. Synthesis and Evaluation of an Iejimalide-Archazolid Chimera

E. Moulin, C. Nevado, J. Gagnepain, G. Kelter, H. Fiebig, A. Fürstner

Tetrahedron (2010), 66, 6421-6428

 


 

34. Domino Gold-Catalyzed Rearrangement and Fluorination of Propargylacetates

T. de Haro, C. Nevado*

Chem. Commun. (Special Issue Young Investigators) (2011), 47, 248-249

 

Graphical abstract: Domino gold-catalyzed rearrangement and fluorination of propargyl acetates

 


 

33. Gold Catalysis: Recent Developments and Future Trends

C. Nevado*

Chimia (2010), 64, 247-251

 


 

32. Mechanistic Insights in Gold-Stabilized Nonclassical Carbocations: Gold-Catalyzed Rearrangement of 3-Cyclopropyl Propargylic Acetates

D. Garayalde, E. Gòmez-Bengoa, Q. Wang, C. Nevado*, A. Goerke*

J. Am. Chem. Soc. (2010), 132, 4720-4730

 

Abstract Image

 


 

31. Gold-Catalyzed Ethynylation of Arenes

T. de Haro, C. Nevado*

J. Am. Chem. Soc. (2010), 132, 1512-151

 

Abstract Image

 


 

30. Kinase Selectivity Potential for Inhibitors Targeting the ATP Binding Site: A network Analysis

D. Huang, T. Zhou, K. Lafleur, C. Nevado*, A. Caflisch*

Bioinformatics (2010), 26, 198-204

 


 

29. Syntheses and Biological Evaluation of Iriomoteolide-3a and analogues

R. Cribiú, C. Jäger, C. Nevado*

Angew. Chem. Int. Ed. (2009), 48, 8780-8783

 

 


 

28. Structure-Based Optimization of Potent and Selective Inhibitors of the Tyrosine Kinase EphB4

K. Lafleur, D. Huang, T. Zhou, A. Caflisch*, C. Nevado*

J. Med. Chem. (2009), 52, 6433-6446

 

Abstract Image

 


 

27. Gold-Catalyzed Stereocontrolled Synthesis of 2,3-Bisacetoxy-1,3-dienes

X. Huang, T. Haro, C. Nevado*  

Chem. Eur. J. (2009), 15, 5904-5908 (Highlighted in Chimia)

 

 


 

26. Gold-CatalyzedCycloisomerization of CyclopropylAlkynyl Acetates: A Versatile Approach to 5-, 6-, and 7-Membered Carbocycles

Y. Zou, D. Garayalde, Q. Wang, C. Nevado*, A. Goeke*

Angew. Chem. Int. Ed. (2008), 47, 10110-10113

 

 


 

25. The metathesis reaction as a fundamental tool for the synthesis of complex natural products

C. Nevado*

Anales RSEQ (2008), 104, 15 (Invited Contribution)

 


 

Post-doctoral Studies

 

24. Molecular Editing and Assessment of the Cytotoxic Properties of Iejimalide and Progeny

J. Gagnepain, E. Moulin, C. Nevado, M. Waser, A. Maier, G. Kelter, H.-H. Fiebig, A. Fürstner

Chemistry - A European Journal (2011), 17(25), 6973-6984

 

23. Synthesis and evaluation of an Iejimalide-archazolid chimera

E. Moulin, C. Nevado, J. Gagnepain, G. Kelter, H.-H. Fiebig, A. Fürstner

Tetrahedron (2010), 66(33), 6421-6428

 

22. A versatile protocol for Stille-Migita cross coupling reactions

A. Fürstner, J.-A. Funel, M.Tremblay, L. C. Bouchez, C. Nevado, M. Waser, J. Ackerstaff, C. Stimson

Chem. Comm. (2008), 25, 2873-2875

 

21. Total Synthesis of Iejimalide A-D and Assessment of the Remarkable Actin-Depolymerizing Capacity of these Polyene Macrolides

A. Fürstner, C. Nevado, M. Waser, M. Tremblay, C. Chevrier, F. Teply, C. Aïssa, E. Moulin, O. Müller

J. Am. Chem. Soc. (2007), 129, 9150-9161

 

20. Latrunculin Analogues with Improved Biological Profiles by Diverted Total Synthesis: Preparation, Evaluation and Computational Analysis

A. Fürstner, D. Kirk, M. D. B. Fenster, C. Aïssa, D. De Souza, C. Nevado, T. Tuttle, W. Thiel, O. Müller

Chem. Eur. J. (2007), 13, 135-149

 

19. Total synthesis of Iejimalide B

A. Fürstner, C. Nevado, M. Tremblay, C. Chevrier, F. Teply, C. Aïssa, M. Waser

Angew. Chem. Int. Ed. (2006), 45, 5837-5842

 

18. Studies on Iejimalide B. Preparation of the Seco-Acid and Identification of the Molecule´s "Achilles Heel"

A. Fürstner, C. Aïssa, C. Chevrier, F. Teply, C. Nevado, M. Tremblay

Angew. Chem. Int. Ed. (2006), 45,5832-5837

 

17. Towards the total synthesis of Iejimalide B

C. Nevado, C. Aissa, F. Teply, C. Chevrier, M. Tremblay, M. Waser, A. Fürstner

Abstracts of Papers, 232nd ACS National Meeting, San Francisco, CA, United States, Sept. 10-14, 2006 (2006), ORGN-651

 


 

PhD Studies

 

16. Intramolecular Reactions of Alkynes with Alkenes Catalyzed by Platinum and Gold

A. M. Echavarren, C. Nevado, C. Nieto-Oberhuber, M. P. Muñoz, S. López

'New Methodologies and Techniques for a Sustainable Organic Chemistry', Eds. Mordini, F.; Faigl, F.; 2008 , 246, 99-117, Nato Science Series, Series II: Mathematics, Physics and Chemistry

 

15. Missing Cyclization Pathways and New Rearrangements Unveiled in the Gold(I) and Platinum(II)-Catalyzed Cyclization of 1,6-Enynes

C. Ferrer, M. Raducan, C. Nevado, C. Claverie, A. M. Echavarren

Tetrahedron (2007), 63, 6306-6316

 

14. Gold(I)-Catalyzed Cyclizations of 1,6-Enynes: Alcoxycyclizations and Exo/Endo Skeletal Rearrangements

C. Nieto-Oberhuber, M. P. Muñoz, S. López, E. Jiménez, C. Nevado, E. Herrero-Gómez, M. Raducan, A. M. Echavarren

Chem. Eur. J. (2006), 12, 1677-1693

 

13. Divergent Mechanisms for the Skeletal Rearrangement and [2 + 2] Cycloaddition of Enynes Catalyzed by Gold

C. Nieto-Oberhuber, S. López, M. P. Muñoz, D. J. Cárdenas, E. Buñuel, C. Nevado, A. M. Echavarren

Angew. Chem. Int. Ed. (2005), 44, 6146-6148

 

12. Intramolecular Hydroarylation of Alkynes Catalyzed by Platinum or Gold: Mechanism and Endo Selectivity

C. Nevado, A. M. Echavarren

Chem. Eur. J. (2005), 11, 3155-3164

 

11. Transition Metal Catalyzed Arylation of Alkynes

C. Nevado, A. M. Echavarren

Synthesis (2005), 2, 167-182

 

10. New Annulations Via Platinum-Catalyzed Enyne Cyclization and Cyclopropane Cleavage

C. Nevado, C. Ferrer, A. M. Echavarren

Org. Lett. (2004), 6, 3191-3194

 

9. Palladium(II)-Catalyzed Isomerization-Claisen Rearrangement of 2-Alkoxy Diallyl Ethers

C. Nevado, a. M. Echavarren

Tetrahedron (Symposium in Print) (2004), 60, 9735-9744

 

8. Non-Stabilized Transition Metal Carbenes as Intermediates in Intramolecular Reactions of Alkynes with Alkenes

A. M. Echavarren, C. Nevado

Chem. Soc. Rev. (2004), 33, 431-436

 

7. Cationic Gold(I) Complexes: Highly Alkynophilic Catalysts for the Exo- and Endo-Cyclization of Enynes

C. Nieto-Oberhuber, M. P. Muñoz, E. Buñuel, C. Nevado, D. J. Cárdenas, A. M. Echavarren

Angew. Chem. Int. Ed. (2004), 43, 2402-2408

 

6. Metal CyclopropylCarbenes in the Reactions of Alkynes with Alkenes and Furans

A. M. Echavarren, M. Méndez, M. P. Muñoz, C. Nevado, B. Martín-Matute, C. Nieto-Oberhuber, D. J. Cárdenas

Pure Appl. Chem. (2004), 76, 453-463

 

5. Hydroxy- and Alkoxycyclizations of Enynes Catalyzed by PtCl2

M. P. Muñoz, M. Méndez, C. Nevado, D. J. Cárdenas, A. M. Echavarren

Synthesis (2003), 18, 2898-2902

 

4. Intramolecular Reactions of Alkynes with Furans and Electron Rich Arenes Catalyzed by PtCl2: The Role of Platinum Carbenes as Intermediates

B. Martín-Matute, C. Nevado, D. J. Cárdenas, A. M. Echavarren

J. Am. Chem. Soc. (2003), 125, 5757-5766

 

3. Reaction of Enol Ethers with Alkynes Catalyzed by Transition Metals: 5-Exo-Dig vs. 6-Endo-Dig Cyclizations via Cyclopropyl Platinum or Gold Carbene Complexes

C. Nevado, D. J. Cárdenas, A. M. Echavarren

Chem. Eur. J. (2003), 9, 2627-2635

 

2. On the Mechanism of Carbohydroxypalladation of Enynes. Additional Insights on the Cyclization of Enynes with Electrophilic Metal Complexes

C. Nevado, L. Charruault, V. Michelet, C. Nieto-Oberhuber, M. P. Muñoz, M. Méndez, M. N. Rager, J. P. Genêt, A. M. Echavarren

Eur. J. Org. Chem. (2003), 706-713

 

1. Cyclizations of Enynes Catalyzed by PtCl2 or Other Transition Metal Chlorides: Divergent Reaction Pathways

M. Méndez, M. P. Muñoz, C. Nevado, D. J. Cárdenas, A. M. Echavarren

J. Am. Chem. Soc. (2001), 123, 10511-10520

 


 

Patents

 

4. Anti-angiogenic Compounds

D. Huang, P. Kolb, K. Lafleur, C. Nevado, A. Caflisch

PCT Int. Appl. (2014), WO 2009092602 US 2010-863724

 

3. Preparation of Imidazopurinedione Derivatives as Antiangiogenic EphB4 Kinase Inhibitors Useful in the Treatment of Angiogenesis Dependent Cancers and Intraocular Neovascular Syndromes

K. Lafleur, D. Huang,C. Nevado, A. Caflisch

PCT Int. Appl. (2011), WO 2011009695 A1 20110127

 

2. Preparation of Imidazopurinones as EphB4 Inhibitors Useful for the Treatment of Angiogenesis Dependent Cancers and Intraocular Neovascular Syndromes

D. Huang, P. Kolb, C. Nevado*, A. Caflisch*

PCT Int. Appl. (2009), WO 2009092602 A2 20090730

 

1. Preparation of Iejimalide Analogs and Uses Thereof as Chemotherapeutic Agents

A. Fürstner, C. Nevado, M. Waser, E. Moulin, C. Aïssa

PCT Int. Appl. (2008), WO 2008113320 A1 20080925