The enantioselective synthesis of homocarbocyclic-20oxo-30-azanucleosides has been performed by cycloaddition reaction of the N-glycosyl nitrones with allyl nucleobases. The use of nitrones originated from two different carbohydrates, the N-ribosyl nitrone and the Nmannosyl nitrone, proceeded in a stereocontrolled and predictable manner with a good degree of enantioselectivity, so allowing an easy entry to both enantiomers
Enantioselective synthesis of homocarbocyclic-2’-oxo-3’-azanucleosides
CHIACCHIO, Ugo;PISTARA', Venerando;
2006-01-01
Abstract
The enantioselective synthesis of homocarbocyclic-20oxo-30-azanucleosides has been performed by cycloaddition reaction of the N-glycosyl nitrones with allyl nucleobases. The use of nitrones originated from two different carbohydrates, the N-ribosyl nitrone and the Nmannosyl nitrone, proceeded in a stereocontrolled and predictable manner with a good degree of enantioselectivity, so allowing an easy entry to both enantiomersFile in questo prodotto:
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