2134/11483
P. Mark Jackson
P. Mark
Jackson
Christopher J. Moody
Christopher J.
Moody
Roger J. Mortimer
Roger J.
Mortimer
Synthesis and electrochemical properties of the naturally occurring free radical scavenger carazostatin
Loughborough University
2013
untagged
Chemical Sciences not elsewhere classified
2013-01-17 14:43:41
Journal contribution
https://repository.lboro.ac.uk/articles/journal_contribution/Synthesis_and_electrochemical_properties_of_the_naturally_occurring_free_radical_scavenger_carazostatin/9394775
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).