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Issue 9, 1998
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Biosynthesis of porphyrins and related macrocycles. Part 49.1 Exploration of synthetic routes to analogues of the spiro-intermediate for porphyrin biosynthesis

Abstract

The proposed intermediacy of the spiro-pyrrolenine 1 for the biosynthesis of uroporphyrinogen III has focussed attention on its synthesis. Several different approaches to close analogues of this compound are explored, including (a) the synthesis of a dilactone bridged dipyrrolic pyrrolenine, (b) deactivation of two of the pyrrole rings of the macrocycle by attaching 3-methoxycarbonyl groups and (c) approaches to spiro-macrocyclic compounds via dipyrroketones. The chemistry of the different types of synthetic intermediates is described.

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Article type: Paper
DOI: 10.1039/A708134K
Citation: J. Chem. Soc., Perkin Trans. 1, 1998,0, 1519-1530
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    Biosynthesis of porphyrins and related macrocycles. Part 49.1 Exploration of synthetic routes to analogues of the spiro-intermediate for porphyrin biosynthesis

    C. J. Hawker, P. M. Petersen, F. J. Leeper and A. R. Battersby, J. Chem. Soc., Perkin Trans. 1, 1998, 0, 1519
    DOI: 10.1039/A708134K

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