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Synlett 1991; 1991(11): 831-832
DOI: 10.1055/s-1991-20895
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Total Synthesis of Cyclophellitol from L-Quebrachitol

Takahiko Akiyama* , Masatoshi Ohnari, Hiroaki Shima, Shoichiro Ozaki
  • *Department of Applied Chemistry, Faculty of Engineering, Ehime University, Bunkyo-cho, Matsuyama 790, Japan
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Publication Date:
07 March 2002 (online)

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Cyclophellitol [1L-(1,3/2,4,5,6)-4,5-epoxy-6-(hydroxy-methyl)cyclohexane-1,2,3-triol] , a ß-glucosidase inhibitor, has been synthesized enantiospecifically from a naturally abundant cyclitol, L-quebrachitol (1L-2-O-methyl-chiro-inositol), via a Peterson olefination and an aluminum trichloride-tetrabutylammonium iodide mediated demethylation.

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