Format

Send to

Choose Destination
Angew Chem Int Ed Engl. 2013 Sep 27;52(40):10644-7. doi: 10.1002/anie.201305571. Epub 2013 Aug 13.

Highly enantioselective γ-amination by N-heterocyclic carbene catalyzed [4+2] annulation of oxidized enals and azodicarboxylates.

Author information

1
Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190 (China).

Abstract

γ-Amination: The title reaction was developed to give the corresponding dihydropyridazinones in good yields with excellent enantioselectivities (see scheme; Mes=2,4,6-trimethylphenyl). The annulation reaction worked well for γ-aryl, γ-alkyl, or γ-alkenyl oxidized enals. Highly enantiopure tetrahydropyridazinones and γ-amino acid derivatives could be easily prepared by chemical transformations of the resulting dihydropyridazinones.

KEYWORDS:

N-heterocyclic carbene; annulation; heterocycles; synthetic method; γ-amino acids

PMID:
23943127
DOI:
10.1002/anie.201305571

Supplemental Content

Full text links

Icon for Wiley
Loading ...
Support Center