A short total synthesis of aureothin and N-acetylaureothamine

Jacobsen, M. F., Moses, J. E., Adlington, R. M., Baldwin, J. E. (February 2005) A short total synthesis of aureothin and N-acetylaureothamine. Org Lett, 7 (4). pp. 641-4. ISSN 1523-7060 (Print)1523-7052

URL: https://pubmed.ncbi.nlm.nih.gov/15704914/
DOI: 10.1021/ol047594l

Abstract

The total synthesis of the nitrophenyl pyrones, (+/-)-aureothin and (+/-)-N-acetylaureothamine, starting from known 2-ethyl-6-methoxy-3,5-dimethyl-4H-pyran-4-one are described. The key steps involved in the synthesis are the construction of the tetrahydrofuran motif using a palladium-catalyzed cycloaddition and the ruthenium-catalyzed cross-metathesis reaction of an alkenyl boronic ester. [reaction: see text]

Item Type: Paper
Additional Information: Organic letters
Uncontrolled Keywords: Acetylation Amines/chemical synthesis Chromones/chemical synthesis/chemistry Indicators and Reagents Models, Molecular Stereoisomerism
Communities: CSHL labs > Moses lab
Depositing User: Matthew Dunn
Date: 17 February 2005
Date Deposited: 19 Apr 2021 21:28
Last Modified: 19 Apr 2021 21:28
Related URLs:
URI: https://repository.cshl.edu/id/eprint/39527

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