Synfacts 2020; 16(03): 0245
DOI: 10.1055/s-0039-1691678
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Total Synthesis of Swinhoeisterol A, Dankasterones A and B, and Periconiastone A

Rezensent(en):
Erick M. Carreira
,
Felix Pultar
Duecker FL, Heinze RC, Heretsch P. * Freie Universität Berlin, Germany
Synthesis of Swinhoeisterol A, Dankasterone A and B, and Periconiastone A by Radical Framework Reconstruction.

J. Am. Chem. Soc. 2020;
142: 104-108
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Publikationsverlauf

Publikationsdatum:
18. Februar 2020 (online)

 

Significance

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.


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Comment

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.


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