Conformational Flexibility as a Tool for Enabling Site-Selective Functionalization of Unactivated sp3 C-O Bonds in Cyclic Acetals.
J Am Chem Soc
; 144(26): 11558-11563, 2022 07 06.
Article
em En
| MEDLINE
| ID: mdl-35749319
ABSTRACT
A dual catalytic manifold that enables site-selective functionalization of unactivated sp3 C-O bonds in cyclic acetals with aryl and alkyl halides is reported. The reaction is triggered by an appropriate σ*-p orbital overlap prior to sp3 C-O cleavage, thus highlighting the importance of conformational flexibility in both reactivity and site selectivity. The protocol is characterized by its excellent chemoselectivity profile, thus offering new vistas for activating strong σ sp3 C-O linkages.
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Base de dados:
MEDLINE
Assunto principal:
Acetais
Idioma:
En
Ano de publicação:
2022
Tipo de documento:
Article