4.4 Article

A novel total synthesis of kinsenoside and goodyeroside A relying on the efficient reaction of the chiral 2(5H)-furanones

Journal

JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH
Volume 7, Issue 5, Pages 711-721

Publisher

TAYLOR & FRANCIS LTD
DOI: 10.1080/1028602042000324916

Keywords

kinsenoside; goodyeroside A; total synthesis

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A new total synthesis of the bioactive compounds, kinsenoside (1) and goodyeroside A (2), has been accomplished from readily available starting materials. The chiral 2(5H)-furanone 5a and its enantiomer 5b were employed as the key chiral intermediates to construct the chiral glycosides 8a and 8b with the appropriate stereochemistry. The spectral data of the target compounds and their acetylated derivatives 1a and 2b are identical with those of the natural and corresponding acetylated products.

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