The Journal of Organic Chemistry

Protecting groups for the pyrrole and indole nitrogen atom. The [2-(trimethylsilyl) ethoxy] methyl moiety. Lithiation of 1-[[2-(trimethylsilyl) ethoxy] methyl] pyrrole

JM Muchowski, DR Solas

Index: Muchowski, Joseph M.; Solas, Dennis R. Journal of Organic Chemistry, 1984 , vol. 49, # 1 p. 203 - 205

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Citation Number: 92

Abstract

3e-g 8a-c chromatography. In contrast, alkylation with benzyl bromide produced mainly the 2- benzyl compound 3g which could be isolated in 75% yield. The deblocking of this compound to 2-benzylpyrrole (le) was described above, and thus it would appear that this synthetic sequence may indeed have some promise as a source of 2-alkylpyrroles. In this regard, it was recently reported'that 3a could, in fact, be metalated with n-butyllithium at 0" ...