Revidierte Struktur von Verrucarin E. Eine Synthese des Antibioticums und verwandter β‐Acetyl‐Pyrrol‐Derivate. Verrucarine und Roridine, 18. Mitteilung [1]

The structure of Verrucarin E, an antibiotic isolated from Myrothecium verrucaria, has been corrected (cf. [4]) and shown to be that of 3‐acetyl‐4‐hydroxymethyl‐pyrrole (2) by comparison with a variety of β‐acetylpyrrole‐derivatives, whose NMR. chemical shifts and coupling constants are reported. Verrucarin E (2) has been synthesized in low yield from 3‐acetylpyrrole (12). The following previously unknown β‐acetylpyrrole‐derivatives are described: 3‐acetyl‐5‐methyl‐pyrrole‐2‐carbonic‐acid (11), 4‐acetyl‐2‐methyl‐pyrrole (13), 3‐acetyl‐4‐formyl‐pyrrole (7), 3‐acetyl‐1‐hydroxymethyl‐pyrrole (14), 3‐(3‐hydroxypropionyl)‐pyrrole (15), 3‐(3‐hydroxy‐2‐hydroxymethyl‐propionyl)‐pyrrole (16), and 3‐(3‐acetyl‐pyrr‐1‐yl)‐1‐(pyrr‐3‐yl)‐propan‐1‐one (17).