137616-57-0Relevant academic research and scientific papers
Disiloxane-protected 2-deoxyribonolactone as an efficient precursor to 1,2-dideoxy-1-β-aryl-D-ribofuranoses
Wichai, Uthai,Woski, Stephen A.
, p. 1173 - 1175 (2008/02/09)
(matric presented) Aryl C-nucleosides are analogues of natural nucleosides where the bases have been replaced with aromatic moieties. Work herein describes the highly stereoselective syntheses of non-hydrogen-bonding carbocyclic derivatives using a disiloxane-protected 2-deoxy-D-ribono-1,4-lactone as a stable and readily accessible starting material. Unlike the bis(TBDMS)-protected congener, this compound enables the use of sterically congested ortho-substituted aryllithium reagents in the initial addition reaction.
ERYTHROSE SESQUI-ACETALS AS ELECTROPHILES. 2-DEOXY-C-NUCLEOSIDES FROM D-GLUCOSE.
Polt, Robin,Wijayaratne, Thusitha
, p. 4831 - 4834 (2007/10/02)
Cleavage of glucosides with NaIO4 in MeOH furnishes sesqui-acetals (protected dialdehydes).Olefination of these substrates, followed by endocyclic oxymercuration-demercuration furnishes substituted tetrahydrofurans (1,2-dideoxy-1-aryl-D-ribofuranoses).Pro
