アカイ ショウジ   Akai Shoji
  赤井 昭二
   所属   栄養学部
   職種   教授
言語種別 英語
発行・発表の年月 2011/06
形態種別 研究論文
査読 査読あり
標題 Total synthesis of cucurbitoside-like phenolic glycosides by double fluorous and acyl mixture synthesis
執筆形態 共著
掲載誌名 Tetrahedron
掲載区分国外
出版社・発行元 Elsevier
巻・号・頁 67(43),pp.8276-8292
著者・共著者 M. Kojima, Y. Nakamura, K. Komori, S. Akai, K. Sato, S. Takeuchi
概要 The first and simultaneous total syntheses of cucurbitosides A, B, G, and I, seguinosides C and D, and two unnatural analogs were achieved using the technique of fluorous mixt. synthesis. The eight precursors of cucurbitoside-​like phenolic glycosides were prepd. by glycosylation of a mixt. of two glucopyranosyl acceptors bearing different fluorous benzyl groups with a mixt. of four apiofuranosyl donors bearing benzoyl, 3-​methylbutyryl, 4-​benzyloxybenzoyl, and 4-​nitrobenzoyl groups, followed by a single run of HPLC with serially connected Fluophase RP and Inertsil ODS-​3 columns. Finally, the individual pure disaccharide precursors were detagged to yield the eight cucurbitoside-​like phenolic glycosides.