AI Article Synopsis
- The research focuses on the asymmetric synthesis of D- and L-apio-2',3'-dideoxynucleoside analogues from D-galactose using a common intermediate.
- Stereoselective methods such as dihydroxylation and deoxygenation were applied to create the D-apio structure, while hydroboration-oxidation was used for the L-apio structure.
- The work highlights the successful application of these stereoselective techniques in producing key intermediates necessary for the synthesis of these nucleoside analogues.
Article Abstract
The present work describes the asymmetric synthesis of D- and L-apio-2',3'-dideoxynucleoside analogues, 4 and 5 with 2'-hydroxyl group via a common intermediate 9, starting from D-galactose. Stereoselective dihydroxylation and deoxygenation through radical inversion were successfully employed to synthesize the key intermediate 12 with D-apio structure, while stereoselecetive hydroboration-oxidation was used for the synthesis of another key intermediate 18 with L-apio structure.
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| http://dx.doi.org/10.1016/j.bmc.2003.12.002 | DOI Listing |
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