Related Experiment Video
Updated: Aug 11, 2025

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
2-Nitro-cyclopropyl-1-carbonyl Compounds from Unsaturated Carbonyl Compounds and Nitromethane via Enolonium Species
Asit Ghosh1, Yuriy B Lipisa1, Natalia Fridman2
1Department of Chemical Sciences, Ariel University, Ariel 4070000, Israel.
Abstract:
2-Nitrocyclopropanes bearing ketones, amides, esters, and carboxylic acids in the 1 position may be accessed as single diastereoisomers in one operation from the corresponding unsaturated carbonyl compounds. The source of the nitro-methylene component is nitromethane. The reaction proceeds at room temperature under mild conditions. The products may be converted into, e.g., cyclopropyl-amino acids in a single step. Both nitrocyclopropanes and amino-cyclopropanes are unique moieties found in biologically active compounds and natural products.
More Related Videos
07:30A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones
Published on: January 21, 2020
12:27Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
Published on: September 8, 2013
Related Concept Videos
Nitrosation of Enols
Synthesis of α-Substituted Carbonyl Compounds: The Stork Enamine Reaction
Aldehydes and Ketones with Amines: Enamine Formation Mechanism
Preparation of Nitriles
Alkylation of β-Diester Enolates: Malonic Ester Synthesis
Preparation of Carboxylic Acids: Hydrolysis of Nitriles