Catalytic aerobic oxidation and tandem enantioselective cycloaddition in cascade multicomponent synthesis.
Chemistry
; 21(13): 4913-7, 2015 Mar 23.
Article
em En
| MEDLINE
| ID: mdl-25676025
ABSTRACT
An efficient multicomponent cascade transformation for the highly diastereo- and enantioselective synthesis of complex natural product inspired polycyclic products from simple starting materials is described. The cascade is initiated by copper-catalyzed aerobic CH oxidation of cyclopentadiene to cyclopentadienone followed by double catalytic asymmetric 1,3-dipolar cycloaddition of azomethine ylides. The cascade synthesis efficiently yields structurally complex 5,5,5-tricyclic products with eight stereocenters with good yields and excellent diastereo- and enantiocontrol using one catalyst.
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01-internacional
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MEDLINE
Idioma:
En
Ano de publicação:
2015
Tipo de documento:
Article