Synthetic Study on Acremoxanthone A: Construction of Bicyclo [3.2.2]nonane CD Skeleton and Fusion of AB Rings

Abstract Toward the total synthesis of acremoxanthone A, a model study has revealed a convergent approach to construct the ABCDE ring system. The key steps include: (1) an effective construction of the bicyclo[3.2.2]nonane skeleton, (2) protocol for generating the bridgehead anion and trapping, and...

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Bibliographic Details
Published in:Synlett 2016-09, Vol.28 (2), p.214-220
Main Authors: Hirano, Yoichi, Tokudome, Kensei, Takikawa, Hiroshi, Suzuki, Keisuke
Format: Article
Language:English
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Summary:Abstract Toward the total synthesis of acremoxanthone A, a model study has revealed a convergent approach to construct the ABCDE ring system. The key steps include: (1) an effective construction of the bicyclo[3.2.2]nonane skeleton, (2) protocol for generating the bridgehead anion and trapping, and (3) 1,3-dipolar cycloaddition of a nitrile oxide to the internal alkene.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-0036-1588600