A Concise Synthesis of Two Pyrroles of Marine Origin

Jefford, Charles; Sienkiewicz, Krzysztof; Thornton, Steven Rupert

doi:10.1016/S0040-4039(00)73409-5

Scientific article

Letter

English

A Concise Synthesis of Two Pyrroles of Marine Origin

ContributorsJefford, Charles; Sienkiewicz, Krzysztof; Thornton, Steven Rupert

Published inTetrahedron Letters, vol. 35, no. 34, p. 6271-6274

Publication date1994

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 BBr₃-promoted rearrangement. Acetylation of the resulting (2-acetoxyacetyl)pyrrol-1-yl-2-ethanol and 2-propanol furnished the corresponding acetates.

Keywords

Intramolecular acylation
Boron trihromide
Ethanolamine

Affiliation entities

Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

Funding

Swiss National Science Foundation - 20-32'166.91

Citation (ISO format)

JEFFORD, Charles, SIENKIEWICZ, Krzysztof, THORNTON, Steven Rupert. A Concise Synthesis of Two Pyrroles of Marine Origin. In: Tetrahedron Letters, 1994, vol. 35, n° 34, p. 6271–6274. doi: 10.1016/S0040-4039(00)73409-5

Article (Published version)

Identifiers

PID : unige:151931
DOI : 10.1016/S0040-4039(00)73409-5

Additional URL for this publicationhttps://linkinghub.elsevier.com/retrieve/pii/S0040403900734095

Journal ISSN0040-4039

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A Concise Synthesis of Two Pyrroles of Marine Origin

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