Tetrahedron p. 5279 - 5286 (1994)
Update date:2022-08-04
Topics:
Papchikhin
Chattopadhyaya
The first diastereospecific syntheses of [3.3.0]-α-fused-isoxazolidine nucleosides 20 or 24, and 2′-or 3′-C2-branched-2′,3′-dideoxynucleosides 14 or 16 have been reported starting directly from 2′,3′-seconucleoside 3. The key steps involve the unsymmetrical modification of the 2′- or 3′-hydroxyl in the seconucleoside 3 to give pure 8 (3→4→7→8) or 11 (3→5→10→11) and their diastereospecific recyclisation to the furanose moiety to give the title compounds either by radical or [2+3] cycloaddition reaction.
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