Related Experiment Video
Updated: Apr 15, 2026

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Cyclooctadiene-derived cage-divergent synthesis of heteroadamantanes and alternative polycyclic systems
Vladyslav Lysenko1,2, Ioann O Popov1,3, Evgeniy Y Slobodyanyuk1,3
1Enamine Ltd, 78 Winston Churchill str., 02094 Kyiv, Ukraine. s.v.ryabukhin@gmail.com.
Abstract:
Widely available cycloocta-1,5-diene (COD) serves as a highly versatile and convenient platform for cage-divergent synthesis of diverse three-dimensional frameworks. Here, we demonstrate streamlined, COD-based protocols delivering oxygen- and nitrogen-doped adamantane analogues and spherical morpholine mimetics in high yields (>70%) at multi-hundred-gram scale. These cost-efficient methods minimize steps and use inexpensive reagents, significantly improving scalability and operational simplicity. This approach unlocks further derivatization opportunities and exploration of chemical properties across the spectrum of the aforementioned 3D polycyclic scaffolds.
More Related Videos
10:17Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
09:45Accessing Valuable Ligand Supports for Transition Metals: A Modified, Intermediate Scale Preparation of 1,2,3,4,5-Pentamethylcyclopentadiene
Published on: March 20, 2017
Related Concept Videos
Cycloaddition Reactions: Overview
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
Aromatic Hydrocarbon Cations: Structural Overview
Removing one hydrogen from the intervening CH2 group...
Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)
Similar to cross-metathesis, ADMET also involves the formation of metallacyclobutane intermediate by [2+2] cycloaddition of one of the double bonds of a terminal diene with...
[3,3] Sigmatropic Rearrangement of 1,5-Dienes: Cope Rearrangement
Aromatic Hydrocarbon Anions: Structural Overview
Due to the absence of continuous...