159312-16-0Relevant articles and documents
The Diastereospecific Synthesis of New 2',3'-Cis-α-Fused Carbocyclic Nucleosides
Papchikhin, A.,Agback, P.,Plavec, J.,Chattopadhyaya, J.
, p. 329 - 343 (1995)
The first diastereospecific synthesis of - and -α-cis-fused-carbocyclic nucleosides 10,12 and 20, starting directly from 2'-O-(TBDMS) or 3'-O-(TBDMS) derivatives of 5'-O-MMTr-2',3'-seco-ribo-thimidines, 1 and 13 (ref. 4), have been reported.
New diastereospecific synthesis of 2′,3′-dideoxy-2′- or 3′-C2-branched- or 2′,3′-α-fused-isoxazolidine nucleosides directly from the seconucleoside
Papchikhin,Chattopadhyaya
, p. 5279 - 5286 (2007/10/02)
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.
