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.

Related Articles:

LOCAL ANESTHETICS IN THE PYRROLE SERIES. II

[Blicke; Blake Journal of the American Chemical Society, 1931 , vol. 53, p. 1015,1021]

Synthesis of l, 2-dihydro-3 H-pyrrolo [1, 2-a] pyrrole-1-carboxylic acids and homologous pyridine and azepine analogues thereof

[Carpio; Galeazzi; Greenhouse; et al. Canadian Journal of Chemistry, 1982 , vol. 60, # 18 p. 2295 - 2312]

A new linker for anchoring/masking primary amines on solid support

[Kashima, Choji; Maruyama, Tatsuya; Fujioka, Yoko; Harada, Kazuo Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1989 , p. 1041 - 1046]

More Articles...