Jove
Visualize
Contáctanos
JoVE
x logofacebook logolinkedin logoyoutube logo
ACERCA DE JoVE
Visión GeneralLiderazgoBlogCentro de Ayuda JoVE
AUTORES
Proceso de PublicaciónConsejo EditorialAlcance y PolíticasRevisión por ParesPreguntas FrecuentesEnviar
BIBLIOTECARIOS
TestimoniosSuscripcionesAccesoRecursosConsejo Asesor de BibliotecasPreguntas Frecuentes
INVESTIGACIÓN
JoVE JournalMethods CollectionsJoVE Encyclopedia of ExperimentsArchivo
EDUCACIÓN
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab ManualCentro de Recursos para ProfesoresSitio de Profesores
Términos y Condiciones de Uso
Política de Privacidad
Políticas

Videos de Conceptos Relacionados

Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration02:34

Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration

8.1K
The rate of acid-catalyzed hydration of alkenes depends on the alkene's structure, as the presence of alkyl substituents at the double bond can significantly influence the rate.
8.1K
Regioselectivity and Stereochemistry of Hydroboration02:36

Regioselectivity and Stereochemistry of Hydroboration

7.8K
A significant aspect of hydroboration–oxidation is the regio- and stereochemical outcome of the reaction.
Hydroboration proceeds in a concerted fashion with the attack of borane on the π bond, giving a cyclic four-centered transition state. The –BH2 group is bonded to the less substituted carbon and –H to the more substituted carbon. The concerted nature requires the simultaneous addition of –H and –BH2 across the same face of the alkene giving syn...
7.8K
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation02:17

Reduction of Alkenes: Asymmetric Catalytic Hydrogenation

2.6K
Catalytic hydrogenation of alkenes is a transition-metal catalyzed reduction of the double bond using molecular hydrogen to give alkanes. The mode of hydrogen addition follows syn stereochemistry.
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
2.6K
Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation02:47

Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation

19.7K
Introduction
One of the convenient methods for the preparation of aldehydes and ketones is via hydration of alkynes. Hydroboration-oxidation of alkynes is an indirect hydration reaction in which an alkyne is treated with borane followed by oxidation with alkaline peroxide to form an enol that rapidly converts into an aldehyde or a ketone. Terminal alkynes form aldehydes, whereas internal alkynes give ketones as the final product.
19.7K
Regioselectivity of Electrophilic Additions to Alkenes: Markovnikov's Rule02:17

Regioselectivity of Electrophilic Additions to Alkenes: Markovnikov's Rule

14.2K
If a set of reactants can yield multiple constitutional isomers, but one of the isomers is obtained as the major product, the reaction is said to be regioselective. In such reactions, bond formation or breaking is favored at one reaction site over others.
The hydrohalogenation of an unsymmetrical alkene can yield two haloalkane products, depending on which vinylic carbon takes up the halogen. However, one product usually predominates, where hydrogen adds to the vinylic carbon bearing the...
14.2K
Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation02:24

Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation

6.9K
Introduction
Like alkenes, alkynes can be reduced to alkanes in the presence of transition metal catalysts such as Pt, Pd, or Ni. The reaction involves two sequential syn additions of hydrogen via a cis-alkene intermediate.
6.9K

También podría leer

Artículos Relacionados

Artículos vinculados a este trabajo por autores compartidos, revista y gráfico de citas.

Ordenar por
Same author

Catalyst-Free Photoinduced Deaminative Functionalization of Amino Acids and Glutarimide Precursors.

Journal of the American Chemical Society·2026
Same author

Engaging Tertiary Benzylic Radicals in Metallaphotoredox Catalysis: A Modular Approach to Access Diaryl Quaternary Centers.

Angewandte Chemie (International ed. in English)·2025
Same author

Applying Active Learning toward Building a Generalizable Model for Ni-Photoredox Cross-Electrophile Coupling of Aryl and Alkyl Bromides.

Journal of the American Chemical Society·2025
Same author

From Structure to Function: Designing Iridium Catalysts with Spin-Forbidden Excitation for Low-Energy Light-Driven Reactions.

Journal of the American Chemical Society·2025
Same author

Discovery of GJG057, a Potent and Highly Selective Inhibitor of Leukotriene C4 Synthase.

Journal of medicinal chemistry·2025
Same author

A Unified Method for Oxidative and Reductive Decarboxylative Arylation with Orange Light-Driven Ir/Ni Metallaphotoredox Catalysis.

Journal of the American Chemical Society·2024

Video Experimental Relacionado

Updated: Apr 28, 2026

Catalytic Reactions at Amine-Stabilized and Ligand-Free Platinum Nanoparticles Supported on Titania During Hydrogenation of Alkenes and Aldehydes
12:08

Catalytic Reactions at Amine-Stabilized and Ligand-Free Platinum Nanoparticles Supported on Titania During Hydrogenation of Alkenes and Aldehydes

Published on: June 24, 2022

3.4K

Hidroformilación selectiva distal mediante catálisis de andamios.

Candice L Joe1, Thomas P Blaisdell, Allison F Geoghan

  • 1Department of Chemistry, Merkert Chemistry Center, Boston College , Chestnut Hill, Massachusetts 02467, United States.

Journal of the American Chemical Society
|June 7, 2014
PubMed
Resumen
Este resumen es generado por máquina.

Este estudio introduce un nuevo grupo de dirección para la hidroformilación, permitiendo la formación de aldehído distal a la funcionalidad de dirección. Este método logra la síntesis selectiva de las δ-lactonas de los alcoholes homoalílicos.

Más Videos Relacionados

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
10:17

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones

Published on: February 7, 2019

6.0K
Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy
07:36

Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy

Published on: November 9, 2019

8.5K

Videos de Experimentos Relacionados

Last Updated: Apr 28, 2026

Catalytic Reactions at Amine-Stabilized and Ligand-Free Platinum Nanoparticles Supported on Titania During Hydrogenation of Alkenes and Aldehydes
12:08

Catalytic Reactions at Amine-Stabilized and Ligand-Free Platinum Nanoparticles Supported on Titania During Hydrogenation of Alkenes and Aldehydes

Published on: June 24, 2022

3.4K
Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
10:17

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones

Published on: February 7, 2019

6.0K
Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy
07:36

Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy

Published on: November 9, 2019

8.5K

Área de la Ciencia:

  • Química orgánica es la química orgánica.
  • La catálisis de la catálisis.
  • Metodología sintética de la metodología sintética.

Sus antecedentes:

  • Los grupos de dirección a base de fósforo en la hidroformilación generalmente dirigen la formación de aldehídos al carbono proximal.
  • Existe la necesidad de sistemas catalíticos que permitan la funcionalización distal para nuevas vías sintéticas.

Objetivo del estudio:

  • Diseñar y sintetizar un nuevo ligando de andamio para la hidroformilación.
  • Para lograr la formación de aldehídos regioselectivos distales al grupo directivo.
  • Para aplicar esta metodología a la síntesis de las δ-lactonas.

Principales métodos:

  • Desarrollo de un nuevo grupo directivo que opera a través de un enlace covalente reversible.
  • Aplicación del grupo de dirección en la hidroformilación de alcoholes homoalílicos.
  • Variación sistemática de la estructura del sustrato para optimizar la regioselectividad.

Principales resultados:

  • El nuevo grupo de dirección promueve con éxito la formación de aldehídos en el carbono distal.
  • La hidroformilación diastereoselectiva de los alcoholes homoalílicos produce δ-lactonas con una alta selectividad.
  • La regioselectividad es más alta para los alcoholes homoalílicos, lo que demuestra un control dependiente del sustrato.

Conclusiones:

  • Un nuevo sistema catalítico permite la funcionalización distal en la hidroformilación.
  • Esta metodología proporciona una ruta selectiva a las δ-lactonas.
  • El diseño de los grupos de dirección puede ajustarse a resultados regiocímicos específicos.