C. Battistini, A. Giordani, A. Ermoli
1990
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0
Influential Citations
7
Citations
Journal
Synthesis
Abstract
A new synthesis of 3'-fluoro-3'-deoxyadenosine is described. Starting from adenosine via a suitably protected intermediate by triflate activation and nucleophilic displacement with sodium acetate, the xylo epimer is obtained in two cases with different silyl groups protecting the 2'-position. Treatment of the xylo derivatives with diethylaminosulphur trifluoride gives the corresponding 3'-fluoro derivatives with inversion of the configuration. The reaction sequence afford protected allowing selective deblocking of the 5' or 2'-position