학술논문
Concise Syntheses of (+)-Macrosphelides A and B: Studies on the Macro-Ring Closure Strategy.
Document Type
Article
Author
Source
Subject
*ORGANIC synthesis
*CARBON
*AMIDES
*RING formation (Chemistry)
*CHEMICAL reactions
*ORGANIC chemistry
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Language
ISSN
0022-3263
Abstract
Highly concise syntheses of (+)-macrosphelides A and B were accomplished in this study. The key feature of our synthetic route involved the direct three-carbon homologation of the readily available Weinreb amide 6 by the addition of a trans-vinylogous ester anion equivalent and facile construction of the 16-membered macrolide skeleton of macrosphelides via an intramolecular nitrile oxide-olefin cycloaddition. The syntheses of macrosphelides A and B were completed with a 30 and 20% overall yield, respectively. This paper describes the details of our syntheses. [ABSTRACT FROM AUTHOR]