Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 69, Issue 11, Pages 3993-3996Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo040119g
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- NIAID NIH HHS [AI 48495, AI 56540] Funding Source: Medline
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For the preparation of a carbocyclic nitrogen analogue of S-adenosylmethionine (carba-AdoazaMet, 4), a practical synthesis of (-)-aristeromycin (7) has been developed using variations of literature procedures. This approach called for a stereospecific synthesis of (3aR,6aR)-2,2-dimethyl-3a,6a-dihydrocyclopenta[1,3]dioxol-4-one ((4R, 5R)-4,5-O-isoproplidene-2-cyclopentenone) (8), which was achieved by modifying reported procedures from D-(-)-ribose.
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