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Synthesis and electrochemical properties of the naturally occurring free radical scavenger carazostatin

journal contribution
posted on 17.01.2013 by P. Mark Jackson, Christopher J. Moody, Roger J. Mortimer
A short synthesis of the naturally occurring free radical scavenger carazostatin 1 starting from indol-3-ylacetic acid is described, the key step being the regiospecific Diels–Alder reaction of the indolopyrone 2 with ethyl trimethylsilylpropynoate. Electrochemical studies on carazostatin and some of its derivatives show it to be more easily oxidised than butylated hydroxytoluene (BHT).

History

School

  • Science

Department

  • Chemistry

Citation

JACKSON, P.M., MOODY, C.J. and MORTIMER, R.J., 1991. Synthesis and electrochemical properties of the naturally occurring free radical scavenger carazostatin. Journal of the Chemical Society, Perkin Transactions 1, 12, pp. 2941 - 2944.

Publisher

© The Royal Society of Chemistry

Version

VoR (Version of Record)

Publication date

1991

Notes

This article is closed access, it was published in the serial Journal of the Chemical Society, Perkin Transactions 1 [© The Royal Society of Chemistry]. The definitive version is available at: http://dx.doi.org/10.1039/p19910002941

ISSN

0300-922X

Language

en

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