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Total Synthesis of Putative Structure of Asperipin-2a and Stereochemical Reassignment

04 August 2020, Version 1
Working Paper
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

The total synthesis of the putative structure of asperipin-2a is described. The synthesis features ether cross-links between the phenolic oxygen of Tyr6 and β position of Tyr3 and the phenolic oxygen of Tyr3 and the β position of Hpp1 in the unique 17- and 14-membered bicyclic structure of asperipin-2a, respectively. The synthesized putative structure does not match the natural product and a stereochemical reassignment is postulated.

Keywords

Asperipin
Total Synthesis
peptide natural products

Supplementary materials

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Title
Total synthesis of asperipin-2a SI
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Version History

Aug 04, 2020 Version 1

Version Notes

Asperipin_ChemRxiv_V1

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

DOI

10.26434/chemrxiv.12756395.v1
D O I: 10.26434/chemrxiv.12756395.v1 [opens in a new tab]

Funding

Australian Research Council DP180101804

Author’s competing interest statement

no conflict of interest

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