Abstract
The trimethylsilyated 6-dimethylaminopurine 1 was coupled with the 2′,3′-dideoxyribose derivatives 2a, b and 7 by using trimethylsilyl triflate as catalyst to yield the corresponding nucleosides 3a, b, 4a, b and 8, which were appropriately deprotected to give the desired nucleosides 5a, b and 9 as well as the related α-isomers 6a, b and 10. The 2-deoxyribose derivative 12 was mesylated at the 3′-O-position to give 13 which was coupled similarly with 1 to yield compound 14 and its α-anomer 15. Compounds 14 and 15 were treated with tetrabutylammonium fluoride to give the desired 2′,3′-didehydro-2′,3′-dideoxynucleoside analogue 16 and its α-anomer 17.
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