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Total Synthesis of Swinhoeisterol A, Dankasterones A and B, and Periconiastone A
Synthesis of Swinhoeisterol A, Dankasterone A and B, and Periconiastone A by Radical Framework Reconstruction.
J. Am. Chem. Soc. 2020;
18 February 2020 (online)
Key wordsswinhoeisterol A - dankasterone A - dankasterone B - periconiastone A - radical rearrangement - skeleton rearrangement
Heretsch and co-workers report the total synthesis of a number of structurally intriguing natural products from a common intermediate. The concise synthesis is enabled by the strategic application of a switchable alkoxy radical rearrangement.
Ergosterol is transformed by a known route to cyclopropane A. Two different conditions were developed to lead selectively to B or C. Those advanced intermediates could subsequently be converted into four different complex natural products.