Stereocontrolled Total Synthesis of Polygalolide A

…, M Adachi, M Isobe, T Nishikawa

Index: Yamada, Hitomi; Adachi, Masaatsu; Isobe, Minoru; Nishikawa, Toshio Chemistry - An Asian Journal, 2013 , vol. 8, # 7 p. 1428 - 1435

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Citation Number: 3

Abstract

Abstract The total synthesis of polygalolide A, a secondary metabolite that was isolated from a Chinese medicinal plant, is reported. A key issue in this synthesis was construction of an oxabicyclo [3.2. 1] skeleton, which was solved by the development of an intramolecular Ferrier-type C-glycosylation of a glucal with siloxyfuran as an internal nucleophile. The substrate was prepared from D-glucal by the introduction of trimethylsilylacetylene and ...

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