Related Experiment Video
Updated: Jan 11, 2026
![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)
Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Recent Advances in Cycloaddition Reactions of Donor-Acceptor Oxiranes via Carbon-Carbon Bond Cleavage
Yanqing Zhang1, Meng Cheng2, Zuliang Chen2
1Patent Examination Cooperation (Jiangsu), Center of the Patent Office, CNIPA, Suzhou, Jiangsu Province, P.R. China.
Abstract:
Oxiranes exhibit two distinct ring-opening modes: cleavage of the C-O bond or cleavage of the C-C bond. Among these, reactions involving C-O bond cleavage have been extensively reviewed. This article provides an overview of the research progress over the past several decades on the cycloaddition reactions of donor-acceptor (D-A) oxiranes via C-C bond cleavage. Under suitable catalytic conditions, D-A oxiranes undergo ring-opening through C-C bond cleavage to form carbonyl ylides, which can participate in [3+n] cycloaddition reactions with aldehydes, imines, alkenes, alkynes, indoles, purines, etc.
More Related Videos
07:50Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
10:17Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
Related Concept Videos
Cycloaddition Reactions: Overview
Cycloaddition Reactions: MO Requirements for Thermal Activation
Alkynes to Carboxylic Acids: Oxidative Cleavage
Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids