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Enantiomeric carba-sugars, synthesis

All sixteen of the racemic carba-sugars predicted are known, as well as fifteen of the enantiomers. The most accessible starting-material for the synthesis of racemic carba-sugars is the Diels-Alder adduct of furan and acrylic acid, namely, e i o7-oxabicyclo[2.2.1]hept-5-ene-2-carboxylicacid (29). Furthermore, adduct 29 is readily resolved into the antipodes, (—)-29 and (+)-29, by use of optically active a-methylbenzylamine as the resolution agent. The antipodes were used for the synthesis of enantiomeric carba-sugars by reactions analogous to those adopted in the preparation of the racemates. [Pg.89]


See other pages where Enantiomeric carba-sugars, synthesis is mentioned: [Pg.21]    [Pg.36]    [Pg.21]    [Pg.64]    [Pg.179]    [Pg.137]    [Pg.139]    [Pg.158]    [Pg.35]    [Pg.279]    [Pg.279]   
See also in sourсe #XX -- [ Pg.44 , Pg.45 , Pg.46 , Pg.47 , Pg.48 ]




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