A Facile Approach toward 8-O-4'-Neolignans: Synthesis of Threo-7',8'-Dihydromachilin D through Jacobsen Epoxidation
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Bernal, Freddy A.
Cuca, Luis E.
Universidad Militar Nueva Granada
machilin d; neolignans; jacobsen epoxidation; synthesis
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Neolignans are natural phenylpropanoid dimers with C-O-C linkages. Currently, neolignans remain as important synthetic targets due to their reported biological potential against parasites and fungal infections. Thereof, a new approach for the synthesis of the 8-O-4'-neolignan 7',8'-dihydromachilin D based on Jacobsen epoxidation as key step is described here. This stereoselective synthesis proceeded in only 4 steps in 3.9% overall yield. Jacobsen epoxidation was firstly optimized regarding to yield and enantioselectivity employing trans-stilbene as model substrate.
Enlace al recursohttps://revistas.unimilitar.edu.co/index.php/rfcb/article/view/385
FuenteRevista Facultad de Ciencias Básicas; Vol. 11, Núm. 1 (2015); 114-129
Revista Facultad de Ciencias Básicas; Vol. 11, Núm. 1 (2015); 114-129