Practical beta-lactone synthesis: epoxide carbonylation at 1 atm.

Org Lett

Department of Chemistry and Chemical Biology, Baker Laboratory, Cornell University, Ithaca, New York 14853-1301, USA.

Published: August 2006

[reaction: see text] A readily prepared bimetallic catalyst is capable of effecting epoxide carbonylation to produce beta-lactones at substantially lower CO pressures than previously reported catalyst systems. A functionally diverse array of beta-lactones is produced in excellent yields at CO pressures as low as 1 atm. This procedure allows for epoxide carbonylation on a multigram scale without the requirement of specialized, high-pressure equipment.

Download full-text PDF

Source
http://dx.doi.org/10.1021/ol061292xDOI Listing

Publication Analysis

Top Keywords

epoxide carbonylation
12
practical beta-lactone
4
beta-lactone synthesis
4
synthesis epoxide
4
carbonylation atm
4
atm [reaction
4
[reaction text]
4
text] prepared
4
prepared bimetallic
4
bimetallic catalyst
4

Similar Publications

A novel class of bis-8-aryl-isoquinoline () bis-alkylamine iron complexes, Fe()(OTf) and Fe()(OTf) ( = dipyrrolidinyl or = ,'-dimethylcyclohexyl-diamine), for asymmetric oxidation reactions is reported. The scalable divergent synthesis of 8-aryl-3-formylisoquinolines (), the key intermediates in preparing these ligands, enables precise structural and electronic tuning around the metal center. The enantioselective epoxidation and hydroxy carbonylation of conjugated alkenes, mediated by the Fe() catalyst with HO as the oxidant, demonstrates the potential of these redox Fe[N] catalysts in inducing face selection in oxygen transfer transformations.

View Article and Find Full Text PDF

Current-Regulated Selective Nickel-Catalyzed Electroreductive Cross-Electrophile Carbonylation to β/γ-Hydroxy Ketones.

Angew Chem Int Ed Engl

December 2024

School of Chemical Engineering and Technology, Xi'an Jiaotong University, Xi An Shi, Xi'an 710049, P. R. China.

The nickel catalyzed multi-component cross-electrophile carbonylation which emerges as a powerful and efficient method for constructing diverse ketones has attracted increasing attention of organic chemists. However, the selectivity of this reaction poses a significant challenge. In this work, we have developed a current-regulated selective nickel-catalyzed electroreductive cross-electrophile carbonylation, which offers a direct convergent synthesis of β/γ-hydroxy ketones, which represent pivotal structural motifs found in numerous natural products, bioactive molecules, pharmaceutical compounds, and essential building blocks.

View Article and Find Full Text PDF

Multifunctional Magnetic Chiral HKUST MOF Decorated by Triazine, FeO, and Cu(l-Proline) Complex for Green and Mild Asymmetric Catalysis.

ACS Appl Mater Interfaces

December 2024

Department of Chemistry, Faculty of Sciences, Tarbiat Modares University, 14117-13116 Tehran, Islamic Republic of Iran.

A multifunctional magnetic chiral metal-organic framework (MOF) was developed for asymmetric applications by utilizing strategies of chiralization and multifunctionalization. Cu(l-proline)-Triazine/FeO@SiO-NH was employed as a chiral secondary agent to synthesize a chiral hybrid nanocomposite within a MOF. The use of a chiral secondary agent efficiently induces chirality in an achiral MOF structure that cannot be directly chiralized.

View Article and Find Full Text PDF

Ethnopharmacological Relevance: Traditional Chinese herbal medicine has unique advantages as anti-cancer drugs and adjuvant therapies. Rabdosia rubescens (Hemsl.) H.

View Article and Find Full Text PDF

Graphene oxide (GO), having diverse oxygen functional groups, including carboxyl, hydroxyl, carbonyl, and epoxy groups, is a significant graphene-related 2D material (GR2M) essential for various applications. The quantification of these functional groups traditionally utilizes Boehm acid titration, which, however, does not account for epoxy groups crucial for these applications. Presently, there exists no analytical method enabling quantitative assessment of the concentration of epoxy groups in GO available in the market in different forms such as powders, pastes, and dispersions.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!