Fragment-oriented synthesis: β-elaboration of cyclic amine fragments using enecarbamates as platform intermediates.


Journal

Chemical communications (Cambridge, England)
ISSN: 1364-548X
Titre abrégé: Chem Commun (Camb)
Pays: England
ID NLM: 9610838

Informations de publication

Date de publication:
04 Aug 2020
Historique:
pubmed: 7 7 2020
medline: 7 7 2020
entrez: 7 7 2020
Statut: ppublish

Résumé

A strategy for the β-sp3 functionalisation of cyclic amines is described. Regioselective conversion of protected amines to enecarbamates is achieved through electrochemical oxidation; these intermediates can be derivatised by functionalised alkyl halides under photoredox catalysis. The potential of the methods is highlighted by direct growth of a DCP2B-binding fragment.

Identifiants

pubmed: 32626868
doi: 10.1039/d0cc03934a
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

8802-8805

Auteurs

Alexandre F Trindade (AF)

School of Chemistry, University of Leeds, Leeds LS2 9JT, UK. s.p.marsden@leeds.ac.uk a.s.nelson@leeds.ac.uk.

Emily L Faulkner (EL)

School of Chemistry, University of Leeds, Leeds LS2 9JT, UK. s.p.marsden@leeds.ac.uk a.s.nelson@leeds.ac.uk.

Andrew G Leach (AG)

Department of Pharmacy, University of Manchester, Oxford Road, Manchester M13 9PL, UK.

Adam Nelson (A)

School of Chemistry, University of Leeds, Leeds LS2 9JT, UK. s.p.marsden@leeds.ac.uk a.s.nelson@leeds.ac.uk and Astbury Centre for Structural Molecular Biology, University of Leeds, Leeds LS2 9JT, UK.

Stephen P Marsden (SP)

School of Chemistry, University of Leeds, Leeds LS2 9JT, UK. s.p.marsden@leeds.ac.uk a.s.nelson@leeds.ac.uk.

Classifications MeSH