Synthesis of the CDF ring system of hexacyclinic acid

Audic, A. and Prunet, J. (2023) Synthesis of the CDF ring system of hexacyclinic acid. Synthesis, 55(15), pp. 2333-2342. (doi: 10.1055/a-2022-1809)

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Abstract

Diverse approaches to prepare the nine-membered ring precursor of the DEF fragment of hexacyclinic acid are described, culminating in the synthesis of the CDF ring system of this natural product. The key steps are a Michael addition/elimination sequence and an original intramolecular Tsuji-Trost reaction of an enol with an allylic alcohol.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Prunet, Dr Joelle and Audic, Alexandre Baptiste Robert
Authors: Audic, A., and Prunet, J.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Synthesis
Publisher:Thieme Publishing
ISSN:0039-7881
ISSN (Online):1437-210X
Published Online:30 January 2023
Copyright Holders:Copyright © 2023 Thieme
First Published:First published in Synthesis 55(15):2333-2342
Publisher Policy:Reproduced in accordance with the publisher copyright policy
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Project CodeAward NoProject NamePrincipal InvestigatorFunder's NameFunder RefLead Dept
190490Engineering and Physical Sciences Doctoral Training Grant 2012-16Mary Beth KneafseyEngineering and Physical Sciences Research Council (EPSRC)EP/K503058/1Research and Innovation Services