First total synthesis of asperilactone B. Revision of absolute stereochemistry of asperilactones B and C

Sanja Djokić; Goran Benedeković; Jelena Kesić; Marko V Rodić; Mirjana Popsavin; Velimir Popsavin; Jovana Francuz

doi:10.1039/d4ob00583j

First total synthesis of asperilactone B. Revision of absolute stereochemistry of asperilactones B and C

Org Biomol Chem. 2024 May 15. doi: 10.1039/d4ob00583j. Online ahead of print.

Authors

Sanja Djokić¹, Goran Benedeković¹, Jelena Kesić¹, Marko V Rodić¹, Mirjana Popsavin¹, Velimir Popsavin^{1

2}, Jovana Francuz¹

Affiliations

¹ University of Novi Sad, Faculty of Sciences, Department of Chemistry, Biochemistry and Environmental Protection, Trg Dositeja Obradovića 3, 21000 Novi Sad, Serbia. jovana.francuz@dh.uns.ac.rs.
² Serbian Academy of Sciences and Arts, Kneza Mihaila 35, 11000 Belgrade, Serbia.

PMID: 38747648
DOI: 10.1039/d4ob00583j

Abstract

The first total synthesis and absolute configuration assignment of asperilactone B (I) have been accomplished. Additionally, a revision of the absolute stereochemistry of asperilactone C has been done. The first total synthesis of the opposite enantiomer of asperilactone B (ent-I) has also been achieved, as well as that of C-7 epimers of both asperilactones B (8) and C (9).