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3 Polish Journal of Chemistry

3 1999

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Total Synthesis of Both Enantiomers of Daunosamine and Ristosamine

Szechner B., Achmatowicz O., Badowska-Rosłonek K.

Polish Journal of Chemistry

1999

vol. 73 nr 7

1133-1141

Efficient, enentioselective syntheses of the title 3-amino-2,3,6-trideoxyhexoses from non-carbohydrate precursors, (S)- and (R)-1-(2-furyl)ethanol, readily available by enzyme-mediated kinetic resolution, are described.

Synthesis of Kedarosamine, a Sugar Portion of the Chromoprotein Antibiotic Kedarcidine

Priebe W., Skibicki P., Neamati N., Achmatowicz O., Grynkiewicz G., Szechner B.

Polish Journal of Chemistry

1999

vol. 73 nr 7

1143-1152

Synthesis of the sugar portion (kedarosamine) of a recently discovered chromoprotein antitumor antibiotic and spiroketal-macrolide A82548A is described. Kedarosamine was prepared from readily available methyl A-L-rhamnoside. This route can also be used to prepare different glycosyl donors and analogues of kedarosamine potentially useful in the synthesis of biologically important congeners.

Epoxy Pyranoses, Chiral Synthons for Versatile Regio- and Stereocontrolled Functionalizations

Voelter W., Thurmer R., Al-Qawasmeh R.

Polish Journal of Chemistry

1999

vol. 73 nr 1

55-69

From epoxy sugars, neighbouring an O-triflyl residue, efficient short-cut new routes to aminodeoxy, (amino acid)-deoxy, cyclopropanated, b-hydroxyketo or g-butyloractone pyranoses are developed.