Asymmetric ion pair catalysis of 6π electrocyclizations: Brønsted acid catalyzed enantioselective synthesis of optically active 1,4-dihydropyridazines

Arindam Das, Chandra M.R. Volla, Iuliana Atodiresei, Wolfgang Bettray, Magnus Rueping*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

44 Scopus citations

Abstract

Electric slide: Described is a general, operationally simple, highly enantioselective Brønsted acid catalyzed condensation/6π- electrocyclization reaction between hydrazones and α,β-unsaturated aldehydes that yields valuable 1,4-dihydropyridazines. The reaction exhibits high tolerance towards functional groups and affords products with up to 98 % ee.

Original languageEnglish (US)
Pages (from-to)8008-8011
Number of pages4
JournalAngewandte Chemie - International Edition
Volume52
Issue number31
DOIs
StatePublished - Jul 29 2013
Externally publishedYes

Keywords

  • Brønsted acid
  • electrocyclic reactions
  • heterocycles
  • reaction mechanisms
  • synthetic methods

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

Fingerprint

Dive into the research topics of 'Asymmetric ion pair catalysis of 6π electrocyclizations: Brønsted acid catalyzed enantioselective synthesis of optically active 1,4-dihydropyridazines'. Together they form a unique fingerprint.

Cite this