Annual Scientific Report 2014

Abstract

Our research group works in the “OMCOS” (organometallic chemistry directed towards organic synthesis) arena, with a focus on the discovery of new catalytic transformations, the understanding of their mechanisms, and the application of these catalytic reactions for the synthesis of biologically active natural products and polyarenes of importance in material science.

Topics addressed

• New gold reactions for the activation of alkynes
• Synthesis of biologically active natural products

Articles

“Intriguing Mechanistic Labyrinths in Gold(I) Catalysis”
Obradors, C.; Echavarren, A. M.
Chem. Comm.2014, 50, 16-28

“Gold(I) Carbenes by Retro-Buchner Reaction: Generation and Fate”
Wang, Y.; Herlé, B.; McGonigal, P. R.; Besora, M.; Echavarren, A. M.
J. Am. Chem. Soc.2014, 136, 801-809.

“Rationale for the Sluggish Oxidative Addition of Aryl Halides to Au(I)”.
Livendahl, M.; Goehry, C.; Maseras, F.; Echavarren, A. M.
Chem. Comm. 2014, 50, 1533-1536.

“Dissecting Anion Effects in Gold(I)-Catalyzed Intermolecular Cycloadditions”.
Homs, A.; Obradors, C.; Leboeuf, D.; Echavarren, A. M.
Adv. Synth. Catal. 2014, 356, 221-228.

“Gold-Catalyzed Rearrangements and Beyond”.
Obradors, C.; Echavarren, A. M.
Acc. Chem. Res. 2014, 47, 902–912. (Invited Account).

“Gold(I) as Artificial Cyclase: Short Stereodivergent Syntheses of (−)-Epiglobulol, (−)-4β,7α, and (-)-4α,7α-Aromadendranediols”.
Carreras, J.; Livendahl, M.; McGonigal, P. R.; Echavarren, A. M.
Angew. Chem. Int. Ed. 2014, 53, 4896-4899.

“Meeting the Challenge of Intermolecular Gold(I)-Catalyzed Cycloadditions of Alkynes and Allenes”.
Muratore, M. E.; Homs, A.; Obradors, C.; Echavarren, A. M.
Chem. Asian. J. 2014, 9, 3066-3082.

“Intermolecular Reactions of Gold(I)-Carbenes with Furans by Related Mechanisms”.
Leboeuf, D.; Gaydou, M; Wang, Y.; Echavarren, A. M.
Org. Chem. Front. 2014, 1, 759-64.

“Novel ortho-OPE Metallofoldamers: Binding-Induced Folding Promoted by Nucleating Ag(I)-Alkyne Interactions”.
Martín-Lasanta,A. Alvarez de Cienfuegos, L.; Johnson, A.; Miguel, D.; Mota, A. J.; Orte, A.; Ruedas-Rama, M. J.; Ribagorda, M.; Cárdenas, D. J.; Carreño, M. C.; Echavarren , A. M.; Cuerva, J. M.
Chem. Sci. 2014, 5, 4582-4591.

“Formal (4+1) Cycloaddition of Methylencyclopropanes with 7-aryl-1,3,5-cycloheptatrienes via Triple Gold(I)-Catalysis”
Wang, Y.; Muratore, M. E.; Rong, Z.; Echavarren, A. M.
Angew. Chem. Int. Ed. 2014, 53, 14022-14026.

“Cycloisomerization Reactions of 1,n-Enynes”.
Huguet, N.; Echavarren, A. M.
Homogeneous Gold Catalysis, chapter 8 (pp. 275-330) in Gold Catalysis. A Homogeneous Approach (V. Michelet, F. D. Toste, Eds.). World Scientific, Imperial College Press. 2014. ISBN 978-1-84816-852-7.

“Gold-catalyzed hydroarylation of alkynes”.
Muratore, M. N.; Echavarren, A. M.
The Chemistry of Organogold Compounds, edited by Z. Rappoport, J.F. Liebman and I. Marek. John Wiley & Sons, Ltd: Chichester, UK, pp. 805-900. 2014.
ISBN 9781118438732.