Related Experiment Video
Updated: Jul 13, 2026

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
Vinylcyclopropanation of olefins via 3-methoxy-1-propenylrhodium(I)
Tomoya Miura1, Taisuke Sasaki, Tatsuro Harumashi
1Department of Synthetic Chemistry and Biological Chemistry, Kyoto University, Katsura, Japan.
Abstract:
New cyclization reactions forming vinylcyclopropanes were developed wherein an alkenylrhodium(I) possessing a methoxy group at the allylic position as a potential leaving group acts as an allylic carbene equivalent. By this protocol, a vinylcyclopropane was installed in a complex cyclic structure in a single operation via successive multiple carbon-carbon bond formations.
More Related Videos
Related Concept Videos
Preparation of Alkynes: Alkylation Reaction
Alkylation of terminal alkynes with primary alkyl halides in the presence of a strong base like sodium amide is one of the common methods for the synthesis of longer carbon-chain alkynes. For example, treatment of 1-propyne with sodium amide followed by reaction with ethyl bromide yields 2-pentyne.
Nitriles to Carboxylic Acids: Hydrolysis
Nitriles to Ketones: Grignard Reaction
The mechanism begins with a nucleophilic attack by the Grignard reagent...
Electrophilic Aromatic Substitution: Nitration of Benzene
Nomenclature of Carboxylic Acid Derivatives: Amides and Nitriles
The IUPAC and common names of amides are derived from the parent carboxylic acid, by replacing the suffix “oic acid” and “ic acid,” respectively, with “amide.” In the following example, the IUPAC name ethanamide is derived from ethanoic acid, and the common name, acetamide, is obtained from acetic acid.
Nitrosation of Enols

