Acyl migration on nucleic acid compounds related to adenosine.
Treatment of N6,N6-di-p-toluyl-2',3'-O-isopropylideneadenosine (7) with ZnBr2 in 1,4-dioxane afforded a 8,5'-O-cycloadenosine derivative 8 exclusively. Reaction of 2',3'-O-isopropylideneadenosine (1) with p-cyanobenzoyl chloride in a CH2Cl2-Et3N mixture afforded a ring-cleaved compound 11 as the main product.
D000215:Acylation; D000241:Adenosine / Q000031:analogs & derivatives*; D055598:Chemical Phenomena; D002621:Chemistry; D013329:Structure-Activity Relationship
D000241:Adenosine