Substrate-dependent nonlinear effects in proline-thiourea-catalyzed aldol reactions: Unraveling the role of the thiourea co-catalyst

Niama Ei-Hamdouni, Xavier Companyó, Ramon Rios, Albert Moyano

Research output: Contribution to journalArticlepeer-review

87 Scopus citations

Abstract

"Figure Presented" It's an affair of four: The study of nonlinear effects in the proline-thioureacatalyzed aldol reaction between acetone and aromatic aldehydes, together with NMR and ESI-MS experiments, shows that the main role of the thiourea co-catalyst is that of promoting both the formation of a soluble Seebach's oxazolidinone intermediate and its conversion into the iminium carboxylate isomer.

Original languageBritish English
Pages (from-to)1142-1148
Number of pages7
JournalChemistry - A European Journal
Volume16
Issue number4
DOIs
StatePublished - 2010

Keywords

  • Aldol reaction
  • Nonlinear effects
  • Organocatalysis
  • Proline, thiourea

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