Regioselective C(sp3) Carboboration of 1,3-Diynes: A Direct Route to Fully Substituted Enyne Boronates.
Org Lett
; 26(31): 6574-6579, 2024 Aug 09.
Article
em En
| MEDLINE
| ID: mdl-39074254
ABSTRACT
Here, we report a general copper-catalyzed C(sp3) carboboration of 1,3-diynes, providing access to an array of tetra-substituted boryl enynes in a regioselective manner. All four positions of enyne can be efficiently manipulated using this methodology. The reaction was smoothly applied in the conjugation of complex bioactive molecules to the enyne scaffold. Cross-coupling reactions were carried out with boron end groups on densely substituted 1,3-enynes, opening avenues for the modular synthesis of highly functionalized enynes. Control experiments and density functional theory studies supported the proposed mechanism.
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Coleções:
01-internacional
Base de dados:
MEDLINE
Idioma:
En
Revista:
Org Lett
Ano de publicação:
2024
Tipo de documento:
Article