A completely selective and strongly accelerated DielsAlder reaction mediated by hydrogen bonding

Russell J Pearson, Eleftherios Kassianidis, Douglas Philp

Research output: Contribution to journalArticlepeer-review

Abstract

A Diels-Alder cycloaddition between a furan and a maleimide is presented in which the presence of complementary hydrogen bonding sites dramatically accelerate the reaction and, additionally, ensure that only one of two possible diastereoisomers is formed. (C) 2004 Elsevier Ltd. All rights reserved.

Original languageEnglish
Pages (from-to)4777-4780
Number of pages4
JournalTetrahedron Letters
Volume45
Issue number24
DOIs
Publication statusPublished - 7 Jun 2004

Keywords

  • Diels-Alder
  • cycloaddition
  • hydrogen-bonding
  • molecular recognition
  • RECOGNITION
  • CYCLOADDITION

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