An intermolecular ring expansion reaction of an aryl epoxide with several dienes, acrylates, enynes or styrenes under iron catalysis, generated tetrahydrofuran derivatives in a highly chemo- and regioselective fashion. The process could be used in an unprecedented way for the one step synthesis of racemic calyxolane A and calyxolane B with acceptable diastereoselectivity.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1039/b501100k | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Ferrocene Catalyzed Radical Cascade Cyclization of Aryl 1,6-Diynes: Access to Cyanoalkylsulfonyl Fluorenes.
Chem Asian J
January 2025
IICT CSIR: Indian Institute of Chemical Technology, Organic Synthesis & Process Chemistry, Tarnaka, 500007, Hyderabad, INDIA.
A ferrocene-catalyzed cyanoalkylsulfonylative radical cascade cyclization of aryl 1,6-diynes using cycloketone oxime esters and DABCO.(SO₂)₂ (DABSO) is reported. The reaction proceeds with notable chemo- and regioselectivity, without requiring additional oxidants or reductants.
View Article and Find Full Text PDFCopper/iron controlled regioselective 1,2-carboazidation of 1,3-dienes with acetonitrile and azidotrimethylsilane.
Org Biomol Chem
January 2025
Key Laboratory of Jiangxi Province for Persistent Pollutants Control and Resources Recycle, Nanchang Hangkong University, Nanchang 330063, China.
Carboazidation and diazidation were carried out on 1,3-diene compounds using TMSN as the azide source and MeCN as the cyanoalkylation reagent. This method exhibits excellent functional group tolerance, a broad substrate range, and a short reaction time, providing an effective pathway for synthesizing valuable azides. Our report introduces an unprecedented strategy for the carboazidation and diazidation of 1,3-dienes, with mechanism studies indicating that the reaction involves a radical pathway.
View Article and Find Full Text PDFTarget Bioconjugation of Protein Through Chemical, Molecular Dynamics, and Artificial Intelligence Approaches.
Metabolites
December 2024
Graduate Institute of Biomedical Sciences, China Medical University, Taichung 40402, Taiwan.
Article Synopsis
- Site-selective labeling techniques for protein modification are crucial for studying biological functions and dynamics within cells.
- Despite advances, achieving specific modifications without altering protein functionality remains a challenge in the field.
- The review explores various methodologies, including synthetic probes and computational approaches, that enhance our understanding of proteins and improve biopharmaceutical applications.
Photoredox/Cobalt-Catalyzed Chemo-, Regio-, Diastereo- and Enantioselective Reductive Coupling of 1,1-Disubstituted Allenes and Cyclobutenes.
Angew Chem Int Ed Engl
December 2024
Shanghai Institute of Organic Chemistry, State Key Lab of Organometallic Chemistry, 345 Lingling Road, 200032, Shanghai, CHINA.
A dual photoredox/cobalt-catalyzed protocol for chemo-, regio-, diastereo- and enantioselective reductive coupling of 1,1-disubstituted allenes and cyclobutenes through chemo-, regio-, diastereo- and enantioselective oxidative cyclization followed by stereoselective protonation promoted by a chiral phosphine-cobalt complex is presented. Such process represents an unprecedented reaction pathway for cobalt catalysis that enables selective transformation of the less sterically congested alkenes of 1,1-disubstituted allenes with cyclobutenes, incorporating a broad scope of tetrasubstituted alkenes into the cyclobutane scaffolds in up to 86% yield, >98:2 chemo- and regioselectivity, >98:2 dr and >99.5:0.
View Article and Find Full Text PDFVisible-Light Photocatalyzed Skeletal Rearrangement Enables the Synthesis of Highly Functionalized Xanthenes with Antitumor Activity.
Angew Chem Int Ed Engl
December 2024
Jinan University College of Pharmacy, College of Pharmacy, CHINA.
Highly functionalized xanthenes possess an impressive range of bioactivities and daunting synthetic challenge due to their unique ring systems and stereocenters. Here, we report an unprecedented ketyl radicals-induced skeletal rearrangement reaction of spirodihydrobenzofurans, enabled by zero-valent iron as reducing agents via photoredox catalysis, facilitating the facile preparation of various highly functionalized xanthenes. The features of this protocol include high chemo- and regioselectivity, exceptionally mild conditions, a broad substrate scope, scalability to gram-scale quantities, and consistent delivery of good to excellent yields.
View Article and Find Full Text PDFWant 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!