Issue 12, 1991

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

Abstract

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).

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1991, 2941-2944

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

P. M. Jackson, C. J. Moody and R. J. Mortimer, J. Chem. Soc., Perkin Trans. 1, 1991, 2941 DOI: 10.1039/P19910002941

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