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Issue 0, 1986
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Stereochemical studies on porphyrin a: assignment of the absolute configuration of a model porphyrin by degradation

Abstract

The synthesis is described of a porphyrin alcohol (22) which has a structure very similar to that of porphyrin a(2). The model porphyrin was resolved by separation of its camphanate esters. Ozonolysis of the 2-nitrobenzoate of each enantiomer in tritiated form gave a derivative of 2-hydroxypentanedioic acid whose configuration was determined by dilution analysis. It is demonstrated that correlation of the stereochemistry of porphyrin a with that of the model (22) will be possible by means of the 1H and 19F n.m.r. spectra of the corresponding esters with (–)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoic acid.

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Article type: Paper
DOI: 10.1039/P19860001565
Citation: J. Chem. Soc., Perkin Trans. 1, 1986,0, 1565-1580
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    Stereochemical studies on porphyrin a: assignment of the absolute configuration of a model porphyrin by degradation

    A. R. Battersby, K. S. Cardwell and F. J. Leeper, J. Chem. Soc., Perkin Trans. 1, 1986, 0, 1565
    DOI: 10.1039/P19860001565

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