Login / Signup

Regio- and stereoselective base-catalyzed assembly of 6-methylene-5-oxaspiro[2.4]heptanones from alkynyl cyclopropyl ketones.

Sofia O SamultcevaMarina Yu DvorkoDmitrii A ShabalinIgor' A UshakovAlexander V VashchenkoElena Yu SchmidtBoris A Trofimov
Published in: Organic & biomolecular chemistry (2022)
6-Methylene-5-oxaspiro[2.4]heptanones have been synthesized via base-catalyzed dimerization of available alkynyl cyclopropyl ketones. The reaction proceeds effectively in the presence of the t -BuOK/ t -BuOH/THF catalytic system at room temperature to afford the desired spirocycles in a regio- and stereoselective manner. A wider synthetic utility of alkynyl cyclopropyl ketones as novel building blocks was demonstrated by the synthesis of diverse spirocyclopropanes.
Keyphrases
  • room temperature
  • ionic liquid
  • crystal structure
  • oxide nanoparticles