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1.
Chem Phys Lipids ; 205: 34-41, 2017 06.
Article in English | MEDLINE | ID: mdl-28445710

ABSTRACT

The dicyclohexylborane-mediated addition of allene 1 to (E)-2-tridecenal affords a quaternary protected 2-amino-2-vinyl-1,3-diol in good yield as a single diastereomer. This compound is readily transformed into the four stereoisomers of the quaternary (E)-2-vinyl analogs of sphingosine. The metabolic fate and the effect of these compounds on the basal sphingolipid metabolism in human A549 lung adenocarcinoma cells has been studied, together with the ceramide analog of the most relevant vinylsphingosine derivative.


Subject(s)
Ceramides/chemical synthesis , Ceramides/pharmacology , Lipid Metabolism/drug effects , Sphingolipids/metabolism , Sphingosine/analogs & derivatives , Sphingosine/pharmacology , A549 Cells , Cell Survival , Humans , Serine C-Palmitoyltransferase/antagonists & inhibitors , Sphingolipids/chemistry , Sphingosine/chemical synthesis , Stereoisomerism
2.
J Org Chem ; 82(3): 1851-1855, 2017 02 03.
Article in English | MEDLINE | ID: mdl-28085287

ABSTRACT

Treatment of readily available allene 1 with Cy2BH followed by addition of an aldehyde led to quaternary protected 2-amino-2-vinyl-1,3-diols in high yield and excellent stereochemical purity. The choice of benzoyl as N-protecting group is critical since the observed N- to O-Bz transfer during the process prevents later undesired isomerizations in the adducts and keeps all heteroatoms protected.

3.
J Org Chem ; 79(20): 9578-85, 2014 Oct 17.
Article in English | MEDLINE | ID: mdl-25229754

ABSTRACT

Tetrahydro-3-benzazepines and tetrahydroisoquinolines are synthesized in one step from allenes and phenylethylamines or benzylamines, respectively. Mechanistically, it is assumed that activation of a C-H bond of an aromatic ring with Pd(II) occurs, directed by the primary amine, leading to the formation of a palladacycle into which an allene then undergoes insertion. The resulting π-allyl intermediate cyclizes to the products by an intramolecular allylic alkylation. The process is particularly useful with 2,3-butadienoates and amines having a quaternary carbon at the α-position.


Subject(s)
Alkadienes/chemistry , Benzylamines/chemistry , Butadienes/chemistry , Phenethylamines/chemistry , Alkylation , Catalysis , Cyclization , Hydrogen Bonding , Molecular Structure , Palladium/chemistry
4.
Chem Commun (Camb) ; 47(3): 1054-6, 2011 Jan 21.
Article in English | MEDLINE | ID: mdl-21079829

ABSTRACT

An unprecedented NH(2)-directed Pd(II)-catalytic carbonylation of quaternary aromatic α-amino esters to yield 6-membered benzolactams has been developed. The reaction shows a strong bias to 6-membered lactams over 5-membered ones. The steric hindrance around the amino group seems to be pivotal for the success of the process.

5.
Gac. sanit. (Barc., Ed. impr.) ; 23(5): 440-443, sept.-oct. 2009. tab
Article in Spanish | IBECS | ID: ibc-85442

ABSTRACT

ObjetivoHay un creciente interés por incorporar criterios de calidad a la gestión de los servicios públicos. Este trabajo propone un esquema integral de evaluación de la calidad del servicio del Centro de Acogida de Animales de Compañía gestionado por los servicios de salud pública de Barcelona.MétodosSe realizó una evaluación con tres componentes: la información recogida por los indicadores de actividad del centro (2000–2006), la conformidad con las normas legales e internas de los resultados de una auditoría interna (2006), y la satisfacción de los usuarios/clientes mediante una encuesta de satisfacción basada en el modelo SERVPERF (2006).Resultados Durante este periodo los animales sacrificados se redujeron casi un 70% y aumentaron las adopciones. La auditoría detectó 10 disconformidades (3,2% de los items valorados), sin que ninguna estuviera relacionada con el servicio al cliente. Las dimensiones de calidad del modelo obtuvieron puntuaciones elevadas en la encuesta de satisfacción; la seguridad (94,2%) y la empatía del personal (81,8%) fueron las mejor valoradas. La aparición tras la adopción de problemas de comportamiento (p=0,039) o de salud del animal (p=0,068) se asocia con una menor percepción de calidad.ConclusionesUn esquema de evaluación integral de un servicio de este tipo se revela factible. Se demuestra el cumplimiento con los procedimientos de trabajo establecidos y con la normativa legal vigente. Los resultados de la encuesta muestran un elevado grado de satisfacción de los usuarios(AU)


ObjectiveThere is growing interest in integrating quality approaches to the management of public services. The aim of the present study was to develop a comprehensive evaluation of service quality in the animal shelter managed by the public health services of the city of Barcelona (Catalonia, Spain).ResultsThe number of animals put to sleep was reduced by almost 70% and the number of adoptions increased. The audit detected 10 non-conformities (3.2% of items), none of which was related to customer service. In the satisfaction survey, the quality dimensions with the highest scores were safety (94.2%) and empathy (81.8%). The emergence of behavioral problems (p=0.039) or health problems (p=0.068) in the adopted animals had a negative influence on quality perception among adopters.ConclusionsA comprehensive scheme for the evaluation of this service is feasible. There is compliance with established protocols and regulations. The results of the survey show a high degree of user satisfaction(AU)


Subject(s)
Animals , Cats , Dogs , Outcome Assessment, Health Care , Quality Indicators, Health Care , Public Health , Consumer Behavior , Spain
6.
Gac Sanit ; 23(5): 440-3, 2009.
Article in Spanish | MEDLINE | ID: mdl-19467741

ABSTRACT

OBJECTIVE: There is growing interest in integrating quality approaches to the management of public services. The aim of the present study was to develop a comprehensive evaluation of service quality in the animal shelter managed by the public health services of the city of Barcelona (Catalonia, Spain). METHODS: An evaluation study with three components was performed. Trends in the shelter's activity indicators (2000-2006) were analyzed, compliance with current regulations and protocols was assessed with an internal audit (2006), and user-customer satisfaction was measured with a survey based on the SERVPERF model (2006). RESULTS: The number of animals put to sleep was reduced by almost 70% and the number of adoptions increased. The audit detected 10 non-conformities (3.2% of items), none of which was related to customer service. In the satisfaction survey, the quality dimensions with the highest scores were safety (94.2%) and empathy (81.8%). The emergence of behavioral problems (p=0.039) or health problems (p=0.068) in the adopted animals had a negative influence on quality perception among adopters. CONCLUSIONS: A comprehensive scheme for the evaluation of this service is feasible. There is compliance with established protocols and regulations. The results of the survey show a high degree of user satisfaction.


Subject(s)
Cats , Dogs , Outcome Assessment, Health Care , Public Health , Quality Indicators, Health Care , Animals , Consumer Behavior , Spain
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