Journal
ORGANIC LETTERS
Volume 8, Issue 2, Pages 293-296Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol052664p
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Funding
- NIGMS NIH HHS [R01 GM063150-05, R01 GM063150-03, R01 GM063150-02, GM63150, R01 GM063150-04, R01 GM063150, R01 GM063150-01A1] Funding Source: Medline
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A highly stereoselective synthesis of L-2-deoxy-beta-ribo-hexopyranosyl nucleosides from 6-chloropurine and Boc-protected pyranone has been developed. Our approach relies on the iterative application of a palladium-catalyzed N-glycosylation, diastereoselective reduction, and reductive 1,3-transposition. This strategy is amenable to prepare various natural and unnatural hexopyranosyl nucleosides analogues.
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