- Chemical investigations in the synthesis of O-serinyl aminoribosides
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Glycosylation involving d-ribose derivatives and various N-protected tert-butyl l-serinates can be achieved efficiently by careful choice of the activation method at the anomeric position and of the Lewis acid promoter. The conditions described allow the major formation of the β-anomer required for further elaboration to liposidomycin and caprazamycin analogues.
- Ginisty, Maryon,Gravier-Pelletier, Christine,Le Merrer, Yves
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p. 142 - 150
(2007/10/03)
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- A CONVENIENT SYNTHESIS OF C-α-D-RIBOFURANOSYL COMPOUNDS FROM 1-O-ACETYL-2,3,5-TRI-O-BENZYL-β-D-RIBOSE BY THE PROMOTION OF TRIPHENYLMETHYL PERCHLORATE
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In the presence of a catalytic amount of triphenylmethyl perchlorate (trityl perchlorate), 1-O-acetyl-2,3,5-tri-O-benzyl-β-D-ribose stereoselectively reacted with trimethylsilyl nucleophiles, such as trimethylsilyl enol ether, allylsilane, and trimethylsi
- Mukaiyama, Teruaki,Kobayashi, Shu
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- A FACILE SYNTHESIS OF α-GLUCOSIDES AND α-RIBOSIDES FROM THE CORRESPONDING 1-O-ACYL SUGARS AND ALCOHOLS IN THE PRESENCE OF TRITYL PERCHLORATE
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In the presence of trityl perchlorate, 1-O-bromoacety-β-D-glucose stereoselectively reacts with alcohols to give the corresponding α-glucosides in good yields.The similar reaction of 1-O-acetyl-β-D-ribose affords the corresponding β-ribosides exclusively,
- Mukaiyama, Teruaki,Kobayashi, Shu,Shoda, Shin-ichiro
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p. 907 - 910
(2007/10/02)
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