Related Experiment Video
Updated: Oct 15, 2026
![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)
Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
Total synthesis of (±)-cephanolide B and formal syntheses of (±)-cephanolide C and (±)-cephinoid H
Anirban Maity1, Krishna P Kaliappan1
1Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai, 400 076, Maharashtra, India. kpk@chem.iitb.ac.in.
Abstract:
Cephanolide B (5) is a benzenoid cephalotane-type 14,17-dinorditerpenoid, isolated from Cephalotaxus sinensis, featuring a densely functionalized 6/6/5/6/6 pentacyclic framework with a bridged δ-lactone moiety. Herein, we report a concise and efficient total synthesis of (±)-cephanolide B (5) as well as the formal syntheses of (±)-cephanolide C (6) and (±)-cephinoid H (3). This synthesis features the stereoselective construction of the complex pentacyclic framework through key α-alkylation, Stork-Danheiser-type transposition and Pd-catalyzed cascade carbonylative Heck cyclization reactions.
More Related Videos
10:41The Logic, Experimental Steps, and Potential of Heterologous Natural Product Biosynthesis Featuring the Complex Antibiotic Erythromycin A Produced Through E. coli
Published on: January 13, 2013
08:23Visualization of Bacterial Resistance using Fluorescent Antibiotic Probes
Published on: March 2, 2020
Related Concept Videos
Inhibitors of Gram-positive Cell Wall Synthesis
Combined Effects of Drugs: Synergism
Such synergistic combinations...
Production of Antibiotics
Benzene to Phenol via Cumene: Hock Process
Aromatic Hydrocarbon Cations: Structural Overview
Removing one hydrogen from the intervening CH2 group with both...
Peptidoglycan Synthesis