Chiral Lewis Base-Catalysed Asymmetric Syntheses of Benzo-fused ϵ-Lactones.
Lewis base catalysis
asymmetric organocatalysis
cyclizations
lactones
quinone methides
Journal
European journal of organic chemistry
ISSN: 1434-193X
Titre abrégé: European J Org Chem
Pays: Germany
ID NLM: 9805750
Informations de publication
Date de publication:
16 Oct 2023
16 Oct 2023
Historique:
received:
14
07
2023
revised:
24
08
2023
medline:
11
4
2024
pubmed:
11
4
2024
entrez:
11
4
2024
Statut:
ppublish
Résumé
We herein report a two-step protocol for the asymmetric synthesis of novel chiral benzofused ϵ-lactones starting from O-protected hydroxymethyl-para-quinone methides and activated aryl esters. By using chiral isothiourea Lewis base catalysts a broad variety of differently substituted products could be obtained in yields of around 50 % over both steps with high levels of enantioselectivities, albeit low diastereoselectivities only.
Identifiants
pubmed: 38601860
doi: 10.1002/ejoc.202300704
pii: EJOC202300704
pmc: PMC11005097
doi:
Types de publication
Journal Article
Langues
eng
Pagination
e202300704Informations de copyright
© 2023 The Authors. European Journal of Organic Chemistry published by Wiley-VCH GmbH.
Déclaration de conflit d'intérêts
The authors declare no conflict of interest.