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Progress Towards the Syntheses of Bactobolin A and C4-epi-Bactobolin A Using a Sulfamate-Tethered Aza-Wacker Cyclization Strategy

16 August 2022, Version 2
Working Paper
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

We present a progress report towards Bactobolin A and C4-epi-Bactobolin A. Sulfamate-tethered aza-Wacker cyclization followed by a Tsuji-Wacker ketone synthesis furnishes a key tricyclic intermediate which we hypothesize can be elaborated into C4-epi-Bactobolin A. Epimerization of one of the stereocenters of this compound furnishes an intermediate which we hypothesize can be elaborated into Bactobolin A.

Supplementary materials

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Supporting Information
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Experimental Details
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Crystal Structure- Compound 14
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Cif file
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Crystal Structure- Compound 12
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Version History

Aug 16, 2022 Version 2

Version Notes

Updated Acknowledgements and Author Affiliations

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The content is available under CC BY 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv-2022-dh03b-v2
D O I: 10.26434/chemrxiv-2022-dh03b-v2 [opens in a new tab]

Funding

National Institutes of Health
R35GM142499

Author’s competing interest statement

The author(s) have declared they have no conflict of interest with regard to this content

Ethics

The author(s) have declared ethics committee/IRB approval is not relevant to this content

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