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Transformations of diphenylphosphinothioic acid tertiary amides mediated by directed ortho metallation.

Organic & biomolecular chemistry

el Hajjouji H, Belmonte E, García-López J, Fernández I, Iglesias MJ, Roces L, García-Granda S, El Laghdach A, López Ortiz F.
PMID: 22733007
Org Biomol Chem. 2012 Aug 07;10(29):5647-58. doi: 10.1039/c2ob25395j. Epub 2012 Jun 25.

ortho-Lithiation of N,N-diisopropyl-P,P-diphenylphosphinothioic amide using n-BuLi in the presence of TMEDA in diethyl ether followed by electrophilic trapping is described as an efficient method for the synthesis of ortho-functionalised derivatives in high yields. The structural modification of the phosphinothioic...

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el Hajjouji H, Belmonte E, García-López J, et al. Transformations of diphenylphosphinothioic acid tertiary amides mediated by directed ortho metallation. Org Biomol Chem. 2012;10(29):5647-58doi: 10.1039/c2ob25395j.
el Hajjouji, H., Belmonte, E., García-López, J., Fernández, I., Iglesias, M. J., Roces, L., García-Granda, S., El Laghdach, A., & López Ortiz, F. (2012). Transformations of diphenylphosphinothioic acid tertiary amides mediated by directed ortho metallation. Organic & biomolecular chemistry, 10(29), 5647-58. https://doi.org/10.1039/c2ob25395j
el Hajjouji, Hajar, et al. "Transformations of diphenylphosphinothioic acid tertiary amides mediated by directed ortho metallation." Organic & biomolecular chemistry vol. 10,29 (2012): 5647-58. doi: https://doi.org/10.1039/c2ob25395j
el Hajjouji H, Belmonte E, García-López J, Fernández I, Iglesias MJ, Roces L, García-Granda S, El Laghdach A, López Ortiz F. Transformations of diphenylphosphinothioic acid tertiary amides mediated by directed ortho metallation. Org Biomol Chem. 2012 Aug 07;10(29):5647-58. doi: 10.1039/c2ob25395j. Epub 2012 Jun 25. PMID: 22733007.
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An Amphotericin B Derivative Equally Potent to Amphotericin B and with Increased Safety.

PloS one

Antillón A, de Vries AH, Espinosa-Caballero M, Falcón-González JM, Flores Romero D, González-Damián J, Jiménez-Montejo FE, León-Buitimea A, López-Ortiz M, Magaña R, Marrink SJ, Morales-Nava R, Periole X, Reyes-Esparza J, Rodríguez Lozada J, Santiago-Angelino TM, Vargas González MC, Regla I, Carrillo-Tripp M, Fernández-Zertuche M, Rodríguez-Fragoso L, Ortega-Blake I.
PMID: 27683101
PLoS One. 2016 Sep 28;11(9):e0162171. doi: 10.1371/journal.pone.0162171. eCollection 2016.

Amphotericin B is the most potent antimycotic known to date. However due to its large collateral toxicity, its use, although long standing, had been limited. Many attempts have been made to produce derivatives with reduced collateral damage. The molecular...

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Antillón A, de Vries AH, Espinosa-Caballero M, et al. An Amphotericin B Derivative Equally Potent to Amphotericin B and with Increased Safety. PLoS One. 2016;11(9):e0162171doi: 10.1371/journal.pone.0162171.
Antillón, A., de Vries, A. H., Espinosa-Caballero, M., Falcón-González, J. M., Flores Romero, D., González-Damián, J., Jiménez-Montejo, F. E., León-Buitimea, A., López-Ortiz, M., Magaña, R., Marrink, S. J., Morales-Nava, R., Periole, X., Reyes-Esparza, J., Rodríguez Lozada, J., Santiago-Angelino, T. M., Vargas González, M. C., Regla, I., Carrillo-Tripp, M., Fernández-Zertuche, M., Rodríguez-Fragoso, L., & Ortega-Blake, I. (2016). An Amphotericin B Derivative Equally Potent to Amphotericin B and with Increased Safety. PloS one, 11(9), e0162171. https://doi.org/10.1371/journal.pone.0162171
Antillón, Armando, et al. "An Amphotericin B Derivative Equally Potent to Amphotericin B and with Increased Safety." PloS one vol. 11,9 (2016): e0162171. doi: https://doi.org/10.1371/journal.pone.0162171
Antillón A, de Vries AH, Espinosa-Caballero M, Falcón-González JM, Flores Romero D, González-Damián J, Jiménez-Montejo FE, León-Buitimea A, López-Ortiz M, Magaña R, Marrink SJ, Morales-Nava R, Periole X, Reyes-Esparza J, Rodríguez Lozada J, Santiago-Angelino TM, Vargas González MC, Regla I, Carrillo-Tripp M, Fernández-Zertuche M, Rodríguez-Fragoso L, Ortega-Blake I. An Amphotericin B Derivative Equally Potent to Amphotericin B and with Increased Safety. PLoS One. 2016 Sep 28;11(9):e0162171. doi: 10.1371/journal.pone.0162171. eCollection 2016. PMID: 27683101; PMCID: PMC5040443.
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Asymmetric deprotonation-substitution of N-Pop-benzylamines using [RLi/(-)-sparteine]. Enantioselective sequential reactions and synthesis of N-heterocycles.

Organic letters

Oña-Burgos P, Fernández I, Roces L, Torre-Fernández L, García-Granda S, López-Ortiz F.
PMID: 18582070
Org Lett. 2008 Aug 07;10(15):3195-8. doi: 10.1021/ol801027p. Epub 2008 Jun 27.

Pop-directed asymmetric deprotonation of benzylic amines using [n-BuLi/(-)-sparteine] provides an efficient method for the synthesis of chiral NC alpha and NC alpha,alpha' derivatives with total selectivity with respect to competing allylic and ortho lithiation. The method described herein offers...

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Oña-Burgos P, Fernández I, Roces L, et al. Asymmetric deprotonation-substitution of N-Pop-benzylamines using [RLi/(-)-sparteine]. Enantioselective sequential reactions and synthesis of N-heterocycles. Org Lett. 2008;10(15):3195-8doi: 10.1021/ol801027p.
Oña-Burgos, P., Fernández, I., Roces, L., Torre-Fernández, L., García-Granda, S., & López-Ortiz, F. (2008). Asymmetric deprotonation-substitution of N-Pop-benzylamines using [RLi/(-)-sparteine]. Enantioselective sequential reactions and synthesis of N-heterocycles. Organic letters, 10(15), 3195-8. https://doi.org/10.1021/ol801027p
Oña-Burgos, Pascual, et al. "Asymmetric deprotonation-substitution of N-Pop-benzylamines using [RLi/(-)-sparteine]. Enantioselective sequential reactions and synthesis of N-heterocycles." Organic letters vol. 10,15 (2008): 3195-8. doi: https://doi.org/10.1021/ol801027p
Oña-Burgos P, Fernández I, Roces L, Torre-Fernández L, García-Granda S, López-Ortiz F. Asymmetric deprotonation-substitution of N-Pop-benzylamines using [RLi/(-)-sparteine]. Enantioselective sequential reactions and synthesis of N-heterocycles. Org Lett. 2008 Aug 07;10(15):3195-8. doi: 10.1021/ol801027p. Epub 2008 Jun 27. PMID: 18582070.
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31P,89Y shift correlation. Application to the speciation of yttrium complexes with triphenylphosphine oxide.

Dalton transactions (Cambridge, England : 2003)

Fernández I, Yañez-Rodríguez V, López Ortiz F.
PMID: 21246148
Dalton Trans. 2011 Mar 21;40(11):2425-8. doi: 10.1039/c0dt01733g. Epub 2011 Jan 19.

Correlation experiments between (89)Y and (31)P nuclei through scalar coupling using (31)P detection are described for the first time. The utility of the new method of characterizing (89)Y is demonstrated by identifying the species formed in the reaction of...

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Fernández I, Yañez-Rodríguez V, López Ortiz F. 31P,89Y shift correlation. Application to the speciation of yttrium complexes with triphenylphosphine oxide. Dalton Trans. 2011;40(11):2425-8doi: 10.1039/c0dt01733g.
Fernández, I., Yañez-Rodríguez, V., & López Ortiz, F. (2011). 31P,89Y shift correlation. Application to the speciation of yttrium complexes with triphenylphosphine oxide. Dalton transactions (Cambridge, England : 2003), 40(11), 2425-8. https://doi.org/10.1039/c0dt01733g
Fernández, Ignacio, et al. "31P,89Y shift correlation. Application to the speciation of yttrium complexes with triphenylphosphine oxide." Dalton transactions (Cambridge, England : 2003) vol. 40,11 (2011): 2425-8. doi: https://doi.org/10.1039/c0dt01733g
Fernández I, Yañez-Rodríguez V, López Ortiz F. 31P,89Y shift correlation. Application to the speciation of yttrium complexes with triphenylphosphine oxide. Dalton Trans. 2011 Mar 21;40(11):2425-8. doi: 10.1039/c0dt01733g. Epub 2011 Jan 19. PMID: 21246148.
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Voluntary Saccade Training Protocol in Persons With Parkinson's Disease and Healthy Adults.

Frontiers in aging neuroscience

Camacho PB, Carbonari R, Shen S, Zadikoff C, Kramer AF, López-Ortiz C.
PMID: 31024292
Front Aging Neurosci. 2019 Apr 05;11:77. doi: 10.3389/fnagi.2019.00077. eCollection 2019.

No abstract available.

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Camacho PB, Carbonari R, Shen S, et al. Voluntary Saccade Training Protocol in Persons With Parkinson's Disease and Healthy Adults. Front Aging Neurosci. 2019;11:77doi: 10.3389/fnagi.2019.00077.
Camacho, P. B., Carbonari, R., Shen, S., Zadikoff, C., Kramer, A. F., & López-Ortiz, C. (2019). Voluntary Saccade Training Protocol in Persons With Parkinson's Disease and Healthy Adults. Frontiers in aging neuroscience, 1177. https://doi.org/10.3389/fnagi.2019.00077
Camacho, Paul B, et al. "Voluntary Saccade Training Protocol in Persons With Parkinson's Disease and Healthy Adults." Frontiers in aging neuroscience vol. 11 (2019): 77. doi: https://doi.org/10.3389/fnagi.2019.00077
Camacho PB, Carbonari R, Shen S, Zadikoff C, Kramer AF, López-Ortiz C. Voluntary Saccade Training Protocol in Persons With Parkinson's Disease and Healthy Adults. Front Aging Neurosci. 2019 Apr 05;11:77. doi: 10.3389/fnagi.2019.00077. eCollection 2019. PMID: 31024292; PMCID: PMC6459894.
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Unexpected metal-free synthesis of trifluoromethyl arenes .

Chemical communications (Cambridge, England)

Sanz-Vidal A, Gaviña D, Sotorríos L, Gómez-Bengoa E, López Ortiz F, Sánchez-Roselló M, Del Pozo C.
PMID: 34291257
Chem Commun (Camb). 2021 Aug 12;57(65):8023-8026. doi: 10.1039/d1cc03161a.

A novel strategy for the synthesis of policyclic trifluoromethyl arenes has been devised. It involves a DBU-promoted tandem cycloaromatization reaction of dicyanoalkenes and fluorinated conjugated sulfinyl imines. This unprecedented transformation is a metal-free and air-tolerant process that takes place...

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Sanz-Vidal A, Gaviña D, Sotorríos L, et al. Unexpected metal-free synthesis of trifluoromethyl arenes . Chem Commun (Camb). 2021;57(65):8023-8026doi: 10.1039/d1cc03161a.
Sanz-Vidal, A., Gaviña, D., Sotorríos, L., Gómez-Bengoa, E., López Ortiz, F., Sánchez-Roselló, M., & Del Pozo, C. (2021). Unexpected metal-free synthesis of trifluoromethyl arenes . Chemical communications (Cambridge, England), 57(65), 8023-8026. https://doi.org/10.1039/d1cc03161a
Sanz-Vidal, Alvaro, et al. "Unexpected metal-free synthesis of trifluoromethyl arenes ." Chemical communications (Cambridge, England) vol. 57,65 (2021): 8023-8026. doi: https://doi.org/10.1039/d1cc03161a
Sanz-Vidal A, Gaviña D, Sotorríos L, Gómez-Bengoa E, López Ortiz F, Sánchez-Roselló M, Del Pozo C. Unexpected metal-free synthesis of trifluoromethyl arenes . Chem Commun (Camb). 2021 Aug 12;57(65):8023-8026. doi: 10.1039/d1cc03161a. PMID: 34291257.
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Synthesis, structural characterization and electrochemical and magnetic studies of M(hfac).

Dalton transactions (Cambridge, England : 2003)

Navarro Y, Guedes GP, Cano J, Ocón P, Iglesias MJ, Lloret F, López-Ortiz F.
PMID: 32329759
Dalton Trans. 2020 May 19;49(19):6280-6294. doi: 10.1039/d0dt00541j.

Three mononuclear complexes [M(hfac)x(ATEMPO)y], where M = Cu (11) and Co (12), x = y = 2; M = Nd (13), x = 4, y = 1, and two polynuclear complexes [{Cu(hfac)2(ATEMPO)}n], where n = 2 (14) and 4...

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Navarro Y, Guedes GP, Cano J, et al. Synthesis, structural characterization and electrochemical and magnetic studies of M(hfac). Dalton Trans. 2020;49(19):6280-6294doi: 10.1039/d0dt00541j.
Navarro, Y., Guedes, G. P., Cano, J., Ocón, P., Iglesias, M. J., Lloret, F., & López-Ortiz, F. (2020). Synthesis, structural characterization and electrochemical and magnetic studies of M(hfac). Dalton transactions (Cambridge, England : 2003), 49(19), 6280-6294. https://doi.org/10.1039/d0dt00541j
Navarro, Yolanda, et al. "Synthesis, structural characterization and electrochemical and magnetic studies of M(hfac)." Dalton transactions (Cambridge, England : 2003) vol. 49,19 (2020): 6280-6294. doi: https://doi.org/10.1039/d0dt00541j
Navarro Y, Guedes GP, Cano J, Ocón P, Iglesias MJ, Lloret F, López-Ortiz F. Synthesis, structural characterization and electrochemical and magnetic studies of M(hfac). Dalton Trans. 2020 May 19;49(19):6280-6294. doi: 10.1039/d0dt00541j. PMID: 32329759.
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Electrochemically Gated Long-Distance Charge Transport in Photosystem I.

Angewandte Chemie (International ed. in English)

López-Martínez M, López-Ortiz M, Antinori ME, Wientjes E, Nin-Hill A, Rovira C, Croce R, Díez-Pérez I, Gorostiza P.
PMID: 31310425
Angew Chem Int Ed Engl. 2019 Sep 16;58(38):13280-13284. doi: 10.1002/anie.201904374. Epub 2019 Aug 05.

The transport of electrons along photosynthetic and respiratory chains involves a series of enzymatic reactions that are coupled through redox mediators, including proteins and small molecules. The use of native and synthetic redox probes is key to understanding charge...

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López-Martínez M, López-Ortiz M, Antinori ME, et al. Electrochemically Gated Long-Distance Charge Transport in Photosystem I. Angew Chem Int Ed Engl. 2019;58(38):13280-13284doi: 10.1002/anie.201904374.
López-Martínez, M., López-Ortiz, M., Antinori, M. E., Wientjes, E., Nin-Hill, A., Rovira, C., Croce, R., Díez-Pérez, I., & Gorostiza, P. (2019). Electrochemically Gated Long-Distance Charge Transport in Photosystem I. Angewandte Chemie (International ed. in English), 58(38), 13280-13284. https://doi.org/10.1002/anie.201904374
López-Martínez, Montse, et al. "Electrochemically Gated Long-Distance Charge Transport in Photosystem I." Angewandte Chemie (International ed. in English) vol. 58,38 (2019): 13280-13284. doi: https://doi.org/10.1002/anie.201904374
López-Martínez M, López-Ortiz M, Antinori ME, Wientjes E, Nin-Hill A, Rovira C, Croce R, Díez-Pérez I, Gorostiza P. Electrochemically Gated Long-Distance Charge Transport in Photosystem I. Angew Chem Int Ed Engl. 2019 Sep 16;58(38):13280-13284. doi: 10.1002/anie.201904374. Epub 2019 Aug 05. PMID: 31310425.
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Microalgae and Cyanobacteria Strains as Producers of Lipids with Antibacterial and Antibiofilm Activity.

Marine drugs

Cepas V, Gutiérrez-Del-Río I, López Y, Redondo-Blanco S, Gabasa Y, Iglesias MJ, Soengas R, Fernández-Lorenzo A, López-Ibáñez S, Villar CJ, Martins CB, Ferreira JD, Assunção MFG, Santos LMA, Morais J, Castelo-Branco R, Reis MA, Vasconcelos V, López-Ortiz F, Lombó F, Soto SM.
PMID: 34940674
Mar Drugs. 2021 Nov 27;19(12). doi: 10.3390/md19120675.

Lipids are one of the primary metabolites of microalgae and cyanobacteria, which enrich their utility in the pharmaceutical, feed, cosmetic, and chemistry sectors. This work describes the isolation, structural elucidation, and the antibiotic and antibiofilm activities of diverse lipids...

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Cepas V, Gutiérrez-Del-Río I, López Y, et al. Microalgae and Cyanobacteria Strains as Producers of Lipids with Antibacterial and Antibiofilm Activity. Mar Drugs. 2021;19(12)doi: 10.3390/md19120675.
Cepas, V., Gutiérrez-Del-Río, I., López, Y., Redondo-Blanco, S., Gabasa, Y., Iglesias, M. J., Soengas, R., Fernández-Lorenzo, A., López-Ibáñez, S., Villar, C. J., Martins, C. B., Ferreira, J. D., Assunção, M. F. G., Santos, L. M. A., Morais, J., Castelo-Branco, R., Reis, M. A., Vasconcelos, V., López-Ortiz, F., Lombó, F., & Soto, S. M. (2021). Microalgae and Cyanobacteria Strains as Producers of Lipids with Antibacterial and Antibiofilm Activity. Marine drugs, 19(12), . https://doi.org/10.3390/md19120675
Cepas, Virginio, et al. "Microalgae and Cyanobacteria Strains as Producers of Lipids with Antibacterial and Antibiofilm Activity." Marine drugs vol. 19,12 (2021). doi: https://doi.org/10.3390/md19120675
Cepas V, Gutiérrez-Del-Río I, López Y, Redondo-Blanco S, Gabasa Y, Iglesias MJ, Soengas R, Fernández-Lorenzo A, López-Ibáñez S, Villar CJ, Martins CB, Ferreira JD, Assunção MFG, Santos LMA, Morais J, Castelo-Branco R, Reis MA, Vasconcelos V, López-Ortiz F, Lombó F, Soto SM. Microalgae and Cyanobacteria Strains as Producers of Lipids with Antibacterial and Antibiofilm Activity. Mar Drugs. 2021 Nov 27;19(12). doi: 10.3390/md19120675. PMID: 34940674.
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Detection of natural abundance nitrogen-15 through phosphorus-31 using pulsed field gradients.

Journal of magnetic resonance (San Diego, Calif. : 1997)

Carbajo RJ, López-Ortiz F.
PMID: 11133290
J Magn Reson. 2001 Jan;148(1):165-8. doi: 10.1006/jmre.2000.2230.

NMR characterization of natural abundance (15)N in phosphorus-nitrogen compounds can be performed through (31)P using inverse detection methods. When the (31)P-(15)N scalar coupling is small, its observation is greatly disturbed by the residual signal coming from the 99.6% abundant...

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Carbajo RJ, López-Ortiz F. Detection of natural abundance nitrogen-15 through phosphorus-31 using pulsed field gradients. J Magn Reson. 2001;148(1):165-8doi: 10.1006/jmre.2000.2230.
Carbajo, R. J., & López-Ortiz, F. (2001). Detection of natural abundance nitrogen-15 through phosphorus-31 using pulsed field gradients. Journal of magnetic resonance (San Diego, Calif. : 1997), 148(1), 165-8. https://doi.org/10.1006/jmre.2000.2230
Carbajo, R J, and López-Ortiz, F. "Detection of natural abundance nitrogen-15 through phosphorus-31 using pulsed field gradients." Journal of magnetic resonance (San Diego, Calif. : 1997) vol. 148,1 (2001): 165-8. doi: https://doi.org/10.1006/jmre.2000.2230
Carbajo RJ, López-Ortiz F. Detection of natural abundance nitrogen-15 through phosphorus-31 using pulsed field gradients. J Magn Reson. 2001 Jan;148(1):165-8. doi: 10.1006/jmre.2000.2230. PMID: 11133290.
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Mechanisms of stereomutation and thermolysis of spiro-1,2-oxaphosphetanes: new insights into the second step of the Wittig reaction.

Journal of the American Chemical Society

García López J, Morán Ramallal A, González J, Roces L, García-Granda S, Iglesias MJ, Oña-Burgos P, López Ortiz F.
PMID: 23167244
J Am Chem Soc. 2012 Dec 05;134(48):19504-7. doi: 10.1021/ja307330c. Epub 2012 Nov 26.

The experimentally observed stereomutation of spiro-1,2-oxaphosphetanes is shown by DFT calculations to proceed through successive M(B2) or M(B4) and M(B3) mechanisms involving two, four, and three Berry pseudorotations at phosphorus, respectively. Oxaphosphetane decomposition takes place in a single step...

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García López J, Morán Ramallal A, González J, et al. Mechanisms of stereomutation and thermolysis of spiro-1,2-oxaphosphetanes: new insights into the second step of the Wittig reaction. J Am Chem Soc. 2012;134(48):19504-7doi: 10.1021/ja307330c.
García López, J., Morán Ramallal, A., González, J., Roces, L., García-Granda, S., Iglesias, M. J., Oña-Burgos, P., & López Ortiz, F. (2012). Mechanisms of stereomutation and thermolysis of spiro-1,2-oxaphosphetanes: new insights into the second step of the Wittig reaction. Journal of the American Chemical Society, 134(48), 19504-7. https://doi.org/10.1021/ja307330c
García López, Jesús, et al. "Mechanisms of stereomutation and thermolysis of spiro-1,2-oxaphosphetanes: new insights into the second step of the Wittig reaction." Journal of the American Chemical Society vol. 134,48 (2012): 19504-7. doi: https://doi.org/10.1021/ja307330c
García López J, Morán Ramallal A, González J, Roces L, García-Granda S, Iglesias MJ, Oña-Burgos P, López Ortiz F. Mechanisms of stereomutation and thermolysis of spiro-1,2-oxaphosphetanes: new insights into the second step of the Wittig reaction. J Am Chem Soc. 2012 Dec 05;134(48):19504-7. doi: 10.1021/ja307330c. Epub 2012 Nov 26. PMID: 23167244.
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Ionic vs pericyclic transition states for the cyclization reactions of C alpha-N anions derived from amides and phosphinamides.

Organic letters

Ramallal AM, López-Ortiz F, González J.
PMID: 15200305
Org Lett. 2004 Jun 24;6(13):2141-4. doi: 10.1021/ol0493204.

[structure: see text] Ab initio and DFT calculations indicate that the anionic cyclization of vinyl- and phenyl-carboxamides and phosphinamides metalated at the C(alpha)-N carbon fits better to a Michael-type ionic addition than to an electrocyclic ring closure. The lithium...

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Ramallal AM, López-Ortiz F, González J. Ionic vs pericyclic transition states for the cyclization reactions of C alpha-N anions derived from amides and phosphinamides. Org Lett. 2004;6(13):2141-4doi: 10.1021/ol0493204.
Ramallal, A. M., López-Ortiz, F., & González, J. (2004). Ionic vs pericyclic transition states for the cyclization reactions of C alpha-N anions derived from amides and phosphinamides. Organic letters, 6(13), 2141-4. https://doi.org/10.1021/ol0493204
Ramallal, Antonio Morán, et al. "Ionic vs pericyclic transition states for the cyclization reactions of C alpha-N anions derived from amides and phosphinamides." Organic letters vol. 6,13 (2004): 2141-4. doi: https://doi.org/10.1021/ol0493204
Ramallal AM, López-Ortiz F, González J. Ionic vs pericyclic transition states for the cyclization reactions of C alpha-N anions derived from amides and phosphinamides. Org Lett. 2004 Jun 24;6(13):2141-4. doi: 10.1021/ol0493204. PMID: 15200305.
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Showing 1 to 12 of 57 entries