TY - JOUR AU - Bernal, Freddy A. AU - Cuca, Luis E. AU - Fadini, Luca PY - 2015/01/31 Y2 - 2024/03/29 TI - A Facile Approach toward 8-O-4'-Neolignans: Synthesis of Threo-7',8'-Dihydromachilin D through Jacobsen Epoxidation JF - Revista Facultad de Ciencias Básicas JA - Rev. Fac. Cienc. Básicas VL - 11 IS - 1 SE - Artículos DO - 10.18359/rfcb.385 UR - https://revistas.unimilitar.edu.co/index.php/rfcb/article/view/385 SP - 114-129 AB - <p class="Default"> 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-<em>O</em>-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 <em>trans</em>-stilbene as model substrate.</p> ER -