Helvetica chimica acta

3??Lithiopyrroles by Halogen??Metal Interchange of 3??Bromo??1??(triissopropylsilyl) pyrroles. Synthesis of Verucarin E and Other 3??Substituted Pyrroles. Preliminary …

JM Muchowski, R Naef

Index: Muchowski, Joseph M.; Naef, Reto Helvetica Chimica Acta, 1984 , vol. 67, p. 1168 - 1172

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Citation Number: 44

Abstract

Abstract 3-Lithio-1-(trimethylsilyl) pyrrole (7, Schem 2), obtained by halogen-metal interchange from the 3-bromo compound 2, reacted with various electrophilic reagents to provide products, which on fluoride ion desilylation, gave 3-substituted pyrroles in good overall yields. One such pyrrole 13 (Schem 3), was converted into 2-formyl-3- octadeclpyrrole (14), reputed to be a metabolite of the marine sponge Oscarella lobularis.