Total synthesis of ramonanins A-D
The first total synthesis of the ramonanin family of lignan natural products is described. The short synthesis involves a 2,5-diaryl-3,4-dimethylene tetrahydrofuran intermediate, which participates in an unexpectedly facile Diels-Alder dimerization, generating all four natural products. Insights into the reactivity and stereoselectivity of the key dimerization are provided through computational studies employing B3LYP/6-31G(d) and M06-2X/6-31G(d) model chemistries.
|Collections||ANU Research Publications|
|Source:||Angewandte Chemie International Edition|
|Harvey et al Total Synthesis of Ramonanins A-D 2015.pdf||Author/s Accepted Manuscript (AAM) / Post-print||628.13 kB||Adobe PDF|
Items in Open Research are protected by copyright, with all rights reserved, unless otherwise indicated.