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

preprint
submitted on 04.08.2020 and posted on 04.08.2020 by SADEGH SHABANIBALAJADEH, JONATHAN WHITE, Craig Hutton
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.

Funding

Australian Research Council DP180101804

History

Email Address of Submitting Author

chutton@unimelb.edu.au

Institution

University of Melbourne

Country

Australia

ORCID For Submitting Author

0000-0002-2353-9258

Declaration of Conflict of Interest

no conflict of interest

Version Notes

Asperipin_ChemRxiv_V1

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