Dealkenylative Alkenylation: Formal σ-Bond Metathesis of Olefins.
Angew Chem Int Ed Engl
; 59(40): 17565-17571, 2020 09 28.
Article
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| MEDLINE
| ID: mdl-32652746
ABSTRACT
The dealkenylative alkenylation of alkene C(sp3 )-C(sp2 ) bonds has been an unexplored area for C-C bond formation. Herein 64 examples of ß-alkylated styrene derivatives, synthesized through the reactions of readily accessible feedstock olefins with ß-nitrostyrenes by ozone/FeII -mediated radical substitutions, are reported. These reactions proceed with good efficiencies and high stereoselectivities under mild reaction conditions and tolerate an array of functional groups. Also demonstrated is the applicability of the strategy through several synthetic transformations of the products, as well as the syntheses of the natural product iso-moracin and the drug (E)-metanicotine.
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01-internacional
Base de datos:
MEDLINE
Asunto principal:
Carbono
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Idioma:
En
Revista:
Angew Chem Int Ed Engl
Año:
2020
Tipo del documento:
Article
País de afiliación:
Estados Unidos