Deoxygenative 1,3-Carbophosphination of Allylic Alcohols enabled by Manganese Pincer Catalyst DOI
Xin Chen,

Guanbo Li,

Hui Ma

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

The first manganese-catalyzed three-component coupling between secondary alcohol, allylic and phosphine via borrowing hydrogen is described. This four-stage, one-pot reaction afforded ε-hydroxy phosphines in a step-economical fashion.

Language: Английский

Iron- and Organo-Catalyzed Borrowing Hydrogen for the Stereoselective Construction of Tetrahydropyrans DOI
Anestis Alexandridis,

Thibault Rancon,

Abigail Halliday

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(27), P. 5788 - 5793

Published: June 27, 2024

Stereocontrolled oxa-Michael additions are challenging, given the high reversibility of process, which ultimately leads to racemization newly formed stereocenters. When iron-catalyzed borrowing hydrogen from allylic alcohols was combined with a stereocontrolled organocatalytic addition, wide array chiral tetrahydropyrans were efficiently prepared. The reaction could be performed in diastereoselective manner pre-existing stereocenters or enantioselectively achiral substrates. key success reactivity iron complex, selective for alcohol dehydrogenation and irreversibly led final product.

Language: Английский

Citations

6

Enantioselective Borrowing Hydrogen: A Modern Tool to Construct Enantioenriched Molecules DOI Creative Commons
Anestis Alexandridis, Adrien Quintard

ChemCatChem, Journal Year: 2024, Volume and Issue: unknown

Published: July 2, 2024

Abstract In the quest for more rapid and eco‐compatible preparation of complex molecules from widely available ones, borrowing hydrogen is one most elegant manners to directly functionalize alcohols. Such catalytic cycles reduce synthetic cost, avoid waste additional steps associated with adjusting redox state functionalization carbon chains. this field, last ten years have seen development general strategies control absolute stereochemistry created molecules. This enantiocontrol can arise three distinct cycle, namely initial dehydrogenation, carbonyl or final back‐transfer. review presents different enantioselective approaches developed according these principles highlights great potential transformations, current limitations future challenges.

Language: Английский

Citations

4

Heterogeneous Mn@CeO2 Catalyst for α-Alkylation of Ketones with Alcohols via Hydrogen-Borrowing Strategy DOI Creative Commons

Rajagopal Swaathy,

S. Karthikeyan

ACS Omega, Journal Year: 2025, Volume and Issue: 10(9), P. 9649 - 9660

Published: Feb. 24, 2025

Construction of a C-C bond via alkylation ketones with alcohol as the alkylating source by employing hydrogen-borrowing strategy is attracting significant attention and highly appealing due to its simplicity, cost-effectiveness, environmental benefits, fact that water only byproduct. The development heterogeneous catalysts based on nonprecious base metals progressing rapidly. Our newly disclosed manganese-doped cerium oxide nanocomposite (10 wt % Mn@CeO2) stands out cost-efficient air-stable catalyst, synthesized through straightforward coprecipitation method employed for α-alkylation primary alcohols strategy. X-ray diffraction (XRD) analysis confirms high crystallinity CeO2, while field emission scanning electron microscopy (FE-SEM) high-resolution transmission (HR-TEM) images reveal MnO2 nanoparticles, measuring 19 nm in size, uniformly decorated rod-shaped CeO2 which have size 33 nm. photoelectron spectroscopy (XPS) uncovers presence Mn4+ species embedded nanorods. Electron paramagnetic resonance (EPR) further indicates surface defects contribute impressive catalytic yield, ranges from 70 98% α-alkylated ketones. Thermogravimetric (TGA) demonstrates remarkable thermal stability maintaining up 800 °C. Additionally, inductively coupled plasma mass spectrometry (ICP-MS) no leaching Mn ions, emphasizing heterogeneity catalyst. Remarkably, 10 Mn@CeO2 recycled six cycles loss activity. This study underscores synergistic effect between metal redox pair key exceptional activity reactions, making promising catalyst sustainable efficient formation.

Language: Английский

Citations

0

Shining a light on Fe-catalyzed borrowing hydrogen alkylation DOI Creative Commons

Salma A. Elsherbeni,

Tahir Maqbool,

Md Abdul Bari

et al.

Trends in Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 1, 2025

Language: Английский

Citations

0

Deoxygenative 1,3-Carbophosphination of Allylic Alcohols enabled by Manganese Pincer Catalyst DOI
Xin Chen,

Guanbo Li,

Hui Ma

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

The first manganese-catalyzed three-component coupling between secondary alcohol, allylic and phosphine via borrowing hydrogen is described. This four-stage, one-pot reaction afforded ε-hydroxy phosphines in a step-economical fashion.

Language: Английский

Citations

1