Related Experiment Video
Updated: Aug 23, 2026

Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine
Published on: June 13, 2022
New total synthesis of the marine antitumor alkaloid (-)-agelastatin A
Mathias M Domostoj1, Ed Irving, Feodor Scheinmann
1The Christopher Ingold Laboratories, The Chemistry Department, University College London, 20 Gordon Street, London WC1H 0AJ, United Kingdom.
Abstract:
[reaction: see text] A new total synthesis of (-)-agelastatin A (1) has been achieved from the chiral oxazolidinone (-)-3. Although enone transposition was problematic when the Michael ring closure of 2 was attempted with strong base, the desired cyclization could be effected with Hunig's base after the pyrrole nucleus was brominated. Subsequent reduction and monobromination afforded synthetic (-)-agelastatin A (1).
Related Concept Videos
Preparation of 1° Amines: Gabriel Synthesis
Strong bases like NaOH or KOH deprotonate the phthalimide to form the corresponding anion, which acts as a nucleophile. Further, the anion attacks an...
Drugs that Stabilize Microtubules

