Abstract
The total synthesis of the indole alkaloid ervincidine (3) is reported. This research provides a general entry into C-6 hydroxy-substituted indole alkaloids with either an α or a β configuration. This study corrects the errors in Glasby’s book (GlasbyJ. S.Encyclopedia of the Alkaloids; Plenum Press: New York, 1975) and Lounasmaa et al.’s review (LounasmaaM.; HanhinenP.; WestersundM. In The Alkaloids; CordellG. A., Ed.; Academic Press: San Diego, CA, 1999; Vol. 52, pp 103–195) as well as clarifies the work of Yunusov et al. (MalikovV. M.; SharipovM. R.; YunusovS. Yu.Khim. Prir. Soedin.1972, 8, 760−761. RakhimovD. A.; SharipovM. R.; AripovKh. N.; MalikovV. M.; ShakirovT. T.; YunusovS. Yu.Khim. Prir. Soedin.1970, 6, 724–725). It establishes the correct absolute configuration of the C-6 hydroxyl function in ervincidine. This serves as a structure proof and corrects the misassigned structure reported in the literature.
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