Thaima, ThanaphatWillis, AnthonyPyne, Stephen G2020-09-170040-4020http://hdl.handle.net/1885/210570Progress toward the total synthesis of 9β-hydroxyvertine 2 is described. Our approach involves a Petasis borono-Mannich reaction to assemble a key intermediate A, securing the correct configuration at H-9 and H-10 in the final targeted molecule. Subsequent formation of the quinolizidine framework B allowed the synthesis of an advanced intermediate containing all but the lactone moiety of 2. Our unsuccessful attempts at introducing this lactone feature are also described.We are grateful to the Australian Research Council (DP130101968) and the University of Wollongong for a PhD scholarship to T.T. and financial support of this researchapplication/pdfen-AU© 2019 Elsevier Ltd.201910.1016/j.tet.2019.1304762020-06-23