Related Experiment Video
Updated: May 19, 2026

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
Revisit to (Z)-civetone synthesis
Hisahiro Hagiwara1, Teppei Adachi, Tomomi Nakamura
1Graduate School of Science and Technology, Niigata University, Nishi-ku, Niigata 950-2181, Japan. hagiwara@gs.niigata-u.ac.jp
Abstract:
The synthesis of (Z)-civetone (1) is described starting from oleic acid (5) via a series of reactions, intermolecular olefin self-metathesis, bromination/dehydrobromination into acetylene, semi-hydrogenation and intramolecular Dieckmann macrocyclization.
Related Concept Videos
Ziegler–Natta Chain-Growth Polymerization: Overview
Cycloaddition Reactions: Overview
Pericyclic Reactions: Introduction
Pericyclic reactions can be classified into three categories: electrocyclic reactions, cycloaddition reactions, and sigmatropic rearrangements. Electrocyclic reactions and sigmatropic rearrangements are...
[3,3] Sigmatropic Rearrangement of 1,5-Dienes: Cope Rearrangement
Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation
Catalysis

![Solid-phase Synthesis of [4.4] Spirocyclic Oximes](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F58508.jpg&w=3840&q=50)