A Cyclobutanol Ring-Expansion Approach to Oxygenated Carbazoles: Total Synthesis of Glycoborine, Carbazomycin A and Carbazomycin B

Abstract The transition-metal-free total syntheses of the oxygenated carbazole natural products glycoborine, carbazomycin A and carbazomycin B are reported. The key step involves an NBS-mediated cyclobutanol ring expansion to 4-tetralones for the preparation of the tricyclic carbazole core.

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Bibliographic Details
Published in:Synlett 2023-05, Vol.34 (8), p.937-942
Main Authors: Natho, Philipp, Allen, Lewis A. T., Parsons, Philip J.
Format: Article
Language:English
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Summary:Abstract The transition-metal-free total syntheses of the oxygenated carbazole natural products glycoborine, carbazomycin A and carbazomycin B are reported. The key step involves an NBS-mediated cyclobutanol ring expansion to 4-tetralones for the preparation of the tricyclic carbazole core.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-0042-1751411