Boron-Catalyzed, Diastereo- and Enantioselective Allylation of Ketones with Allenes.
ACS Catal
; 12(17): 10887-10893, 2022 Sep 02.
Article
en En
| MEDLINE
| ID: mdl-36082052
ABSTRACT
The diastereo- and enantioselective allylation of ketones remains a synthetic challenge, with transition metal catalysis offering the most applied methods. Here, a boron-catalyzed allylation of ketones with allenes is presented. Excellent yield, regioselectivity, and diastereoselectivity were found across functionalized substrates. The reaction was further developed to accommodate an enantioenriched boron catalyst and thus gave asymmetric ketone allylation in good yield, diastereoselectivity, and enantioselectivity. Mechanistic studies supported a hydroboration-allylation-transborylation pathway.
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1
Colección:
01-internacional
Base de datos:
MEDLINE
Idioma:
En
Revista:
ACS Catal
Año:
2022
Tipo del documento:
Article
País de afiliación:
Reino Unido