Total Synthesis of Aetheramide A

authored by
Lisa Gerstmann, Markus Kalesse
Abstract

The first total synthesis of the highly potent anti-HIV natural product aetheramide A was accomplished in 18 steps from four equally complex building blocks. The synthesis established the unknown configuration at C26 and used a configurationally labile β-ketoester moiety for the self-adjustment of the configuration at a methyl branch. The pivotal macrolactamization was achieved by trapping a thermally generated acylketene which was derived from its corresponding dioxinone.

Organisation(s)
Institute of Organic Chemistry
External Organisation(s)
Helmholtz Centre for Infection Research (HZI)
Type
Article
Journal
Chemistry - a European journal
Volume
22
Pages
11210-11212
No. of pages
3
ISSN
0947-6539
Publication date
27.07.2016
Publication status
Published
Peer reviewed
Yes
ASJC Scopus subject areas
Catalysis, Organic Chemistry
Sustainable Development Goals
SDG 3 - Good Health and Well-being
Electronic version(s)
https://doi.org/10.1002/chem.201602682 (Access: Closed)