Synthesis and electrochemical properties of the naturally occurring free radical scavenger carazostatin
- 1 January 1991
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- Vol. 23 (12) , 2941-2944
- https://doi.org/10.1039/p19910002941
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).Keywords
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