Synthesis p. 303 - 306 (1993)
Update date:2022-08-10
Topics:
Talekar
Coe
Walker
A three-step reaction sequence from a ribonucleoside to give the corresponding 5'-O-acyl-2',3'-didehydro-2',3'-dideoxynucleoside is described. The key intermediate is the bromoacetate, made by reaction of the 2',3'-methoxyethylidine nucleoside with acetyl bromide. Reductive elimination of the bromoacetate using a zinc-copper couple furnishes the desired compounds in good overall yield.
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