A rationally designed cocatalyst for the Morita-Baylis-Hillman reaction

Charlotte Ellen Susan Jones, Simon M. Turega, Matthew L. Clarke, Douglas Philp

Research output: Contribution to journalArticlepeer-review

25 Citations (Scopus)

Abstract

The application of electronic structure calculations to a key transition state in the reaction manifold of the Morita-Baylis-Hillman reaction allows the design of two bis(thiourea) cocatalysts capable of accelerating this reaction through the hydrogen bond mediated recognition of both the nucleophile and the electrophile. (C) 2008 Elsevier Ltd. All rights reserved.

Original languageEnglish
Pages (from-to)4666-4669
Number of pages4
JournalTetrahedron Letters
Volume49
Issue number31
DOIs
Publication statusPublished - 28 Jul 2008

Keywords

  • DIELS-ALDER REACTIONS
  • HYDROGEN-BOND DONORS
  • ASYMMETRIC CATALYSIS
  • RATE ACCELERATION
  • SELF-REPLICATION
  • METAL-FREE
  • ORGANOCATALYSIS
  • RECOGNITION
  • MECHANISM
  • SOLVENTS

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