Asymmetric synthesis of a tricyclic benzofuran motif: A privileged core structure in biologically active molecules
Research output: Contribution to journal › Article
An efficient synthetic strategy for the asymmetric synthesis of a hexahydrodibenzofuran core structure, with a quaternary stereogenic center, emerges by employing a chiral reduction using Corey's (S)-Me-CBS-oxazaborolidine reagent followed by a Mitsunobu reaction to set the stereochemistry. A Pd-mediated intramolecular Heck reaction concludes the tricyclic core structure. Finally, a Pd/C catalyzed reduction yields the target molecule in 21% overall yield over 6 steps.
|Number of pages||3|
|Journal||Organic and Biomolecular Chemistry|
|Publication status||Published - 2010 Nov 7|