Tetrahedron letters

A concise synthesis of two pyrroles of marine origin

CW Jefford, K Sienkiewicz, SR Thornton

Index: Jefford, Charles W.; Sienkiewicz, Krzysztof; Thornton, Steven R. Tetrahedron Letters, 1994 , vol. 35, # 34 p. 6271 - 6274

Full Text: HTML

Citation Number: 6

Abstract

Abstract 2-Ethanolamine and (2R)-2-aminopropanol were converted into their N-pyrrole derivatives, 14 and 15, by reaction with 2, 5-dimethoxytetrahydrofuran. The acetoxyacetyl derivatives of 14 and 15 were prepared and submitted to BBr 3-promoted rearrangement. Acetylation of the resulting (2-acetoxyacetyl) pyrrol-1-yl-2-ethanol and 2-propanol furnished the corresponding acetates.