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

Jackson, P. Mark; Moody, Christopher J.; Mortimer, Roger J.

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

journal contribution

posted on 2013-01-17, 14:43 authored 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

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