138511-91-8Relevant academic research and scientific papers
Stereoselectivity in the Lewis acid mediated reduction of ketofuranoses
Van Rijssel, Erwin R.,Van Delft, Pieter,Van Marle, Daan V.,Bijvoets, Stefan M.,Lodder, Gerrit,Overkleeft, Herman S.,Van Der Marel, Gijsbert A.,Filippov, Dmitri V.,Codée, Jeroen D.C.
, p. 4553 - 4565 (2015/05/13)
The Lewis acid mediated reduction of ribose-, arabinose-, xylose-, and lyxose-derived methyl and phenyl ketofuranoses with triethylsilane as nucleophile was found to proceed with good to excellent stereoselectivity to provide the 1,2-cis addition products
RNA recognition by fluor-aromatic substituted
Zivkovic,Engels
, p. 1023 - 1027 (2007/10/03)
RNA exhibits a higher structural diversity than DNA and is an important molecule in the biology of life. It shows a number of secondary structures such as duplexes, hairpin loops, bulges, internal loops, etc. However, in natural RNA, bases are limited to
C-F···H-C hydrogen bonds in ribonucleic acids
Parsch, Joerg,Engels, Joachim W.
, p. 5664 - 5672 (2007/10/03)
We report the synthesis of 1′-deoxy-1′-(benzimidazol-1-yl)-β-D-ribofuranose 7 and 1′-deoxy-1′-phenyl-β-D-ribofuranose 2. With these two ribonucleoside analogues we have a set of nine different RNA building blocks in hand, which are isostere to the natural
Simple synthesis of aromatic β-C-nucleosides via coupling of aryl grignard reagents with sugar fluorides
Yokoyama, Masataka,Toyoshima, Hirofumi,Shimizu, Miyuki,Mito, Jun,Togo, Hideo
, p. 409 - 412 (2007/10/03)
The perbenzylated D-ribofuranosyl fluoride is allowed to react with Grignard reagents of aromatic heterocycles such as thiophene, pyrrole, and indole in THF to afford the corresponding β-C-nucleosides in moderate yields. The present process can be also applied to perbenzylated D- glucopyranosyl fluoride and perbenzylated 2-deoxy-D-ribofuranosyl fluoride as sugar donors.
Synthesis and cytotoxic activity of C-glycosidic nicotinamide riboside analogues
Krohn,Heins,Wielckens
, p. 511 - 517 (2007/10/02)
The C-glycosidic nicotinamide riboside analogue (2) was prepared by reaction of ribonolactone 24 with the lithiated oxazoline 19 followed by triethylsilane reduction to 26 and deprotection. Selective phosphorylation to the pseudonucleotide 34 was effected
C-Glycosides. 7. Stereospecific C-Glycosylation of Aromatic and Heterocyclic Rings
Czernecki, S.,Ville, G.
, p. 610 - 612 (2007/10/02)
Stereospecific C-glycosylation of aromatic and heterocyclic rings can be realized by reacting the corresponding organolithium derivatives with benzylated lactones and reducing the so-obtained lactols with triethylsilane in the presence of boron trifluorid
