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Synthesis and electrochemical properties of the naturally occurring free radical scavenger carazostatin
journal contributionposted on 17.01.2013 by P. Mark Jackson, Christopher J. Moody, Roger J. Mortimer
Any type of content formally published in an academic journal, usually following a peer-review process.
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).