Biomimetic Total Synthesis of (±)-Doitunggarcinone A and (+)-Garcibracteatone
journal contributionposted on 21.03.2014 by Henry P. Pepper, Stephen J. Tulip, Yuji Nakano, Jonathan H. George
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A full account of our oxidative radical cyclization approach to the synthesis of garcibracteatone and doitunggarcinone A is presented. This includes the first enantioselective synthesis of garcibracteatone, which allowed the absolute configuration of the natural compound to be determined. The first synthesis of doitunggarcinone A is also described, which confirms our reassignment of the relative configuration of this molecule. Novel syntheses of monoterpene fragments used to construct the target molecules are also reported.