A Total Synthesis of (±)-3-O-Demethylmacronine through Rearrangement of a Precursor Embodying the Haemanthidine Alkaloid Framework
Date
2017
Authors
Ma, Xiang
Gao, Yuqian (Nadia)
Banwell, Martin
Carr, Paul D
Willis, Anthony
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Publisher
American Chemical Society
Abstract
A total synthesis of the racemic modification, (±)-2, of the tazettine-type alkaloid 3-O-demethylmacronine is described. The key steps are an intramolecular Alder-ene (IMAE) reaction and a lactam-to-lactone rearrangement of tetracycle 13, a compound that embodies the haemanthidine alkaloid framework.
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Source
Journal of Organic Chemistry
Type
Journal article
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Access Statement
Open Access