Abstract: The first total synthesis of the antitumor antibiotic (+)-hitachimycin (aka stubomycin)(1) has been achieved in 22 steps and 1.1% overall yield. The cornerstone of the synthetic strategy was a highly stereoselective three-component coupling of (-)-5- methoxycyclopentenone (4) with a zincate derived from vinyl iodide 3a and aldehyde (-)-51,
![(1Z,3E,5E,9S,11E,15S,19S,20aR)-15,18-dihydroxy-19-methoxy-8-(4-methoxybenzyl)-2-methyl-9-phenyl-9,10,13,14,15,16,20,20a-octahydrocyclopenta[i][1]azacyclononadecine-7,17(8H,19H)-dione Structure](https://image.chemsrc.com/caspic/036/124944-58-7.png)
