環状オリゴ糖の化学合成-シクロアワオドリンの創製-

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Significant attentions have been focused on the inclusion chemistry of cyclodextrins and the related compounds and synthetic studies of cyclooligosaccharides have been tarring out intensively. For example, Ogawa and coworkers reported the total synthesis of cyclodextrins and a manno isomer of cyclodextrins by means of phenylselenyl triflate promoted cycloglycosylations. Synthesis of 1-3β linked cycloglucohexaose was reported by Collins group. Modifications of α-cyclodextrin into trimethyl, 1, 3-anhydro, and a chimera analog have also reported recently. However, cyclooligosaccharide available today is only limited to D series. As we have developed a novel thermal glycosylation procedure, which can be applied to rhamnosylation with high α-selectivity, we designed the synthesis of cyclo-L-rhamnohexaose (40), the first cyclooligosaccharide of L series. On the basis of the area where the compound has been prepared, this compound was named α-cycloawaodorin, which would open a new dimension of the inclusion chemistry.
社団法人有機合成化学協会の論文