Related Experiment Video
Updated: Aug 2, 2026

Isolating Free Carbenes, their Mixed Dimers and Organic Radicals
Published on: April 19, 2019
Efficient synthesis of the D-ring fragment of cobyric acid
1Institut fur Organische Chemie, Universitat Wien, Wahringerstrasse 38, A-1090 Vienna, Austria.
Abstract:
The synthesis of a highly functionalized 4,5-dihydro-3H-pyrrol, namely, the D-ring fragment 5a of cobyric acid (1), is described in this letter. A very efficient assembly to 5a involves CBS-reduction of 10, a [2,3] Wittig-Still rearrangement, and a stereoselective Michael addition to a nitro olefin.
Related Concept Videos
Acid-Catalyzed Ring-Opening of Epoxides
Base-Catalyzed Ring-Opening of Epoxides
Preparation of Acid Anhydrides
The carboxylate ion acts as a nucleophile that attacks the carbonyl carbon of the acid chloride to form a tetrahedral intermediate. Subsequently, the re-formation of the carbonyl group with the loss of the chloride ion as a leaving group leads to the formation of an acid...
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
Alkylation of β-Diester Enolates: Malonic Ester Synthesis
Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation

