Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5222340 | Tetrahedron | 2009 | 7 Pages |
Abstract
An enantioselective synthesis of suitably protected (1R,2S,4S,5S)-4-amino-1-(hydroxymethyl)bicyclo[3.1.0]hexan-2-ol, a key starting material for the synthesis of conformationally locked carbocyclic nucleosides, including the antiviral active North-methanocarbathymidine, is reported. Starting from 2-deoxyribose the target Boc-protected amine was prepared in 33% overall yield under conditions that are ecologically friendlier than previous methods.
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Organic Chemistry
Authors
Olaf R. Ludek, Victor E. Marquez,