Výsledky vyhledávání - "MESH: Cyclization"

The Prins Reaction Using Ketones: Rationalization and Application toward the Synthesis of the Portentol Skeleton

Autor: Pierre van de Weghe, Nicolas Levoin, Maiwenn Jacolot, Mickael Jean

Publikováno v: Organic Letters
Organic Letters, 2012, 14 (1), pp.58-61. ⟨10.1021/ol202829u⟩
Organic Letters, American Chemical Society, 2012, 14 (1), pp.58-61. ⟨10.1021/ol202829u⟩

International audience; We report a TMSI-promoted Prins cyclization reaction with ketones as carbonyl partners to prepare polysubstituted chiral spirotetrahydropyrans. In the presence of racemic 2-methylcyclohexanone a dynamic kinetic resolution occu

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::5fd4689a2d542bbf7652661764550e13
https://doi.org/10.1021/ol202829u

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Palladium-Catalyzed Domino Process to Spirooxindoles: Ligand Effect on Aminopalladation versus Carbopalladation

Autor: Jieping Zhu, Stéphanie Jaegli, Jean-Pierre Vors, Luc Neuville, William Erb, Pascal Retailleau

Publikováno v: Chemistry-A European Journal
Chemistry-A European Journal, Wiley-VCH Verlag, 2010, 16 (20), pp.5863-7. ⟨10.1002/chem.201000312⟩

A novel palladium-catalyzed domino spirocyclization for the formation of spiropyrrolidine-3,3'-oxindoles is reported. Both Heck and aminopalladation are viable pathways and the route that occurs depends on the ligand used and 2-(2-MeC6H4)C6H4P(CMe3)2

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::d6cf938874623d5cc6f742ff1e7a49ea
https://doi.org/10.1002/chem.201000312

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Highly Efficient and Stereoselective N-Vinylation of Oxiranecarboxamides and Unprecedented 8-endo-Epoxy-arene Cyclization: Expedient and Biomimetic Synthesis of Some Clausena Alkaloids

Autor: De-Xian Wang, Mei-Xiang Wang, Zhi-Tang Huang, Gang Deng, Luo Yang, Jieping Zhu

Publikováno v: Organic Letters
Organic Letters, American Chemical Society, 2007, 9 (7), pp.1387-90. ⟨10.1021/ol070292+⟩

[structure: see text]. Catalyzed by CuI/N,N-dimethylglycine, oxiranecarboxamides underwent a highly efficient and stereoselective N-vinylation reaction with (Z)-1-aryl-2-bromoethenes to afford the corresponding enamides. The method has been applied t

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::4dacde938894746e9ed7e1a55099d162
https://doi.org/10.1021/ol070292+

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Total Synthesis of (±)-Eucophylline. A Free-Radical Approach to the Synthesis of the Azabicyclo[3.3.1]nonane Skeleton

Autor: Frédéric Robert, Shireen Mohammed, Haitham Hassan, Yannick Landais

Publikováno v: Organic Letters
Organic Letters, American Chemical Society, 2015, 17 (18), pp.4518-4521. ⟨10.1021/acs.orglett.5b02218⟩

International audience; The first total synthesis of eucophylline was reported in 10 steps and 10% overall yield. The naphthyridine core of eucophylline was prepared through the coupling between a strained azabicyclo[3.3.1]nonan-2-one and a trisubsti

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::6038dfca4166651abac7f3fbad080ee5
https://hal-pasteur.archives-ouvertes.fr/pasteur-03033356

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Unprecedented synergistic effects between weak Lewis and Brønsted acids in Prins cyclization

Autor: Pierre van de Weghe, René Grée, Prashant Borkar, J. S. Yadav, B. V. Subba Reddy

Publikováno v: Chemical Communications
Chemical Communications, 2012, 48 (74), pp.9316-8. ⟨10.1039/c2cc35052a⟩
Chemical Communications, Royal Society of Chemistry, 2012, 48 (74), pp.9316-8. ⟨10.1039/c2cc35052a⟩

International audience; Novel synergistic effects between Lewis and Brønsted acids in Prins cyclization are reported. Non-reactive Lewis acids and non-reactive Brønsted acids, which failed to perform Prins cyclization when used alone, have shown re

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::735078f13a2b92ef819484acf803d0bd
https://pubmed.ncbi.nlm.nih.gov/22885680

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Total synthesis of dendrobate alkaloid (+)-241D, isosolenopsin and isosolenopsin A: application of a gold-catalyzed cyclization

Autor: Myriam Le Roch, Michèle David, Nicolas Gouault, Gisele de Campos Pinto

Publikováno v: Organic and Biomolecular Chemistry
Organic and Biomolecular Chemistry, Royal Society of Chemistry, 2012, 10 (29), pp.5541-6. ⟨10.1039/c2ob25685a⟩
Organic & Biomolecular Chemistry
Organic & Biomolecular Chemistry, 2012, 10 (29), pp.5541-6. ⟨10.1039/c2ob25685a⟩

International audience; A new approach to total syntheses of piperidine alkaloids (+)-241D, isosolenopsin and isosolenopsin A has been developed from D-alanine. The key step to access the chiral pyridinone intermediate was achieved via a gold mediate

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::fe32e705cdc442e7f50f549ab75fe216
https://hal.archives-ouvertes.fr/hal-00841675

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Synthesis of a biologically active triazole-containing analogue of cystatin A through successive peptidomimetic alkyne-azide ligations

Autor: Agnès F. Delmas, Vincent Aucagne, Ibai E. Valverde, Gilles Lalmanach, Fabien Lecaille

Publikováno v: Angewandte Chemie International Edition
Angewandte Chemie International Edition, Wiley-VCH Verlag, 2012, 51 (3), pp.718-22. ⟨10.1002/anie.201107222⟩

Amide surrogates are common in naturally occurring peptides and in synthetic peptides used in therapy. Whereas backbone-engineered proteins are, to date, extremely laborious to produce by genetic means, the advent of chemoselective peptide chemical l

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::1ff315fc7fdf7ec88952c9c7f287385e
https://hal.archives-ouvertes.fr/hal-00726293

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Green chemistry : solvent and metal-free prins cyclization. Application to sequential reactions

Autor: Olivier Piva, Damien Clarisse, Fabienne Fache, Béatrice Pelotier

Publikováno v: Journal of the Chemical Society, Chemical Communications
Journal of the Chemical Society, Chemical Communications, Royal Society of Chemistry, 2011, 48, pp.157-159. ⟨10.1002/chem.201102462⟩
Chemical Communications
Chemical Communications, Royal Society of Chemistry, 2012, 48 (1), pp.157-9. ⟨10.1039/c1cc16501a⟩

International audience; Prins cyclization between a homoallylic alcohol and an aldehyde, promoted by trimethylsilyl halide, afforded 4-halo-tetrahydropyrans with good to excellent yields. Thanks to the absence of the solvent and metal, the THP thus o

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::2fb574ee087e102bfeece4ed0c687dde
https://hal.archives-ouvertes.fr/hal-01313128

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Cyclization of peptides through a urea bond: application to the Arg-Gly-Asp tripeptide

Autor: Luc Rocheblave, Jean Martinez, Eric Vivès, Julien Schmidt, Florine Cavelier, André Pèlegrin, Véronique Garambois

Publikováno v: ChemBioChem
ChemBioChem, 2010, 11 (8), pp.1083-92. ⟨10.1002/cbic.201000062⟩
ChemBioChem, Wiley-VCH Verlag, 2010, 11 (8), pp.1083-92. ⟨10.1002/cbic.201000062⟩

International audience; Various synthetic cyclopeptides bind different cellular proteins with high affinity and specificity. In this study, we designed a new series of cyclic tetrapeptides containing the RGD sequence, a ligand for the alpha(v)beta(3)

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::72a69afc0a94a6f8149d1ecf43ee9e20
https://www.hal.inserm.fr/inserm-00482710

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Crystallographic snapshots of iterative substrate translocations during nicotianamine synthesis in Archaea

Autor: Pascal Arnoux, Stéphane Mari, David Pignol, Cyril Dreyfus, David Lemaire

Publikováno v: Proceedings of the National Academy of Sciences of the United States of America
Proceedings of the National Academy of Sciences of the United States of America, National Academy of Sciences, 2009, 106 (38), pp.16180-4. ⟨10.1073/pnas.0904439106⟩
Proceedings of the National Academy of Sciences of the United States of America 38 (106), 16180-16184. (2009)
Proceedings of the National Academy of Sciences of the United States of America, 2009, 106 (38), pp.16180-4. ⟨10.1073/pnas.0904439106⟩

Nicotianamine (NA), a small molecule ubiquitous in plants, is an important divalent metal chelator and the main precursor of phytosiderophores. Nicotianamine synthase (NAS) is the enzyme catalyzing NA synthesis by the condensation of three aminopropy

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::843e65a270f152fdfb3f77ac4d14fac2
https://hal.archives-ouvertes.fr/hal-00445313

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