Related Experiment Video
Updated: Aug 21, 2025

Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly
Published on: February 6, 2020
Late-stage Modification of Cage Diones by Tandem Metathesis
Sambasivarao Kotha1, Gulazarahind Mehta1
1Department of Chemistry, Indian Institute of Technology-Bombay, Powai, Mumbai, 400 076, India.
Abstract:
Herein, we report the application of tandem ring-opening cross-metathesis (ROCM) and tandem ring-opening cross-metathesis followed by cross-metathesis (ROCM/CM) in highly strained diastereomeric heptacyclic cage diones (HCCD's) catalyzed by ruthenium catalysts. These caged diastereomeric compounds have a high degree of ring strain as well as steric congestion. Therefore, the present work related to ROCM is unique and intricate as compared to simple norbornene derivatives. It is useful to prepare new hexacyclic cage derivatives suitable for high-energy density materials. The synthetic strategy of starting cage compounds features the Diels-Alder reaction, and [2+2] photocycloaddition as key steps.
Related Concept Videos
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...
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
Olefin Metathesis Polymerization: Overview
Ruthenium-based Grubbs catalyst is the most commonly used catalyst for olefin metathesis polymerization. Grubbs catalyst consists...
Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry
Carboxylic Acids to Methylesters: Alkylation using Diazomethane
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry

