Highly stereoselective synthesis of spiropyrazolones

Andrea Nekane R. Alba, Alex Zea, Guillem Valero, Teresa Calbet, Merce Font-Bardía, Andrea Mazzanti, Albert Moyano, Ramon Rios

Research output: Contribution to journalArticlepeer-review

113 Scopus citations


The synthesis of spiro compounds through a Michael-Michael-aldol reaction is reported. The reaction affords spiropyrazolone derivatives in good yields, in almost diastereo- and enantiopure form, and is catalyzed by diphenylprolinol derivatives. The reaction showed strong nonlinear effects. Remarkably, when a catalyst with 70 ee is used, the reaction still affords the final spiro compound in almost diastereo- and enantiopure form.

Original languageBritish English
Pages (from-to)1318-1325
Number of pages8
JournalEuropean Journal of Organic Chemistry
Issue number7
StatePublished - Mar 2011


  • Diastereoselectivity
  • Enantioselectivity
  • Michael addition
  • Organocatalysis
  • Spiro compounds


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