A cyclobutanol ring-expansion approach to oxygenated carbazoles: total synthesis of glycoborine, carbazomycin A and carbazomycin B
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Published version
Author(s)
Natho, Philipp
Allen, Lewis AT
Parsons, Philip J
Type
Journal Article
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.
Date Issued
2023-05
Date Acceptance
2022-12-28
Citation
Synlett: accounts and rapid communications in synthetic organic chemistry, 2023, 34 (8), pp.937-942
ISSN
0936-5214
Publisher
Thieme Gruppe
Start Page
937
End Page
942
Journal / Book Title
Synlett: accounts and rapid communications in synthetic organic chemistry
Volume
34
Issue
8
Copyright Statement
© 2023. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by/4.0/)
License URL
Identifier
https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000928239100001&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=1ba7043ffcc86c417c072aa74d649202
Subjects
ALKALOIDS CARBAZOMYCIN
AMINATION
ANTIBIOTICS
antifungal agents
Chemistry
Chemistry, Organic
COMPLEXES
cyclization
IDENTIFICATION
ORGANIC-SYNTHESIS
Physical Sciences
rearrangement
ring expansion
ROOTS
ROUTE
Science & Technology
total synthesis
Publication Status
Published
Date Publish Online
2023-01-24