129885-84-3Relevant academic research and scientific papers
Facile O-glycosylation of glycals using Glu-Fe3O4-SO3H, a magnetic solid acid catalyst
Thombal, Raju S.,Jadhav, Vrushali H.
, p. 30846 - 30851 (2016)
A new glucose derived magnetic solid acid catalyst (Glu-Fe3O4-SO3H) was synthesized in a convenient and ecofriendly manner and well characterized using FTIR, PXRD, EDAX, SEM, and XPS which showed the presence of Fe3/
Reactions of N-, S- and O-nucleophiles with 3,4,6-tri-O-benzyl-D-glucal mediated by triphenylphosphane hydrobromide versus those with HY zeolite
Rauter, Amelia P.,Almeida, Tania,Vicente, Ana I.,Ribeiro, Veronica,Bordado, Joao C.,Marques, Joao P.,Ribeiro, Fernando Ramoa,Ferreira, Maria J.,Oliveira, Conceicao,Guisnet, Michel
, p. 2429 - 2439 (2006)
Direct C-N bond formation has been accomplished by reaction of 1,5-anhydro-3,4,6-tri-O-benzyl-2-deoxy-D-arabinohex-1-enitol (3,4,6-tri-O-benzyl-D-glucal) with N-nucleophiles, using triphenylphosphane hydrobromide as catalyst in dichloromethane or THF. 2-D
Secondary amine salt catalyzed controlled activation of 2-deoxy sugar lactols towards alpha-selective dehydrative glycosylation
Ghosh, Titli,Mukherji, Ananya,Srivastava, Hemant Kumar,Kancharla, Pavan K.
, p. 2870 - 2875 (2018/05/03)
A new organocatalytic glycosylation method exploiting the lactol functionality has been disclosed. The catalytic generation of glycosyl oxacarbenium ions from lactols under forcible conditions via weakly Br?nsted-acidic, readily available secondary amine salts affects the diastereoselective glycosylation of 2-deoxypyranoses and furanoses. This operationally simple iminium catalyzed activation of 2-deoxy hemi-acetals is a potential alternative to the existing cumbersome methods that need specialized handling. The mechanisms for this unique transformation and kinetic/thermodynamic effects have been discussed based on both experimental evidence and theoretical studies.
Glycosylations of Glycals using N-Iodosuccinimide (NIS) and Phosphorus Compounds for Syntheses of 2-Iodo- and 2-Deoxyglycosides
Kimura, Tomoya,Takahashi, Daisuke,Toshima, Kazunobu
, p. 9552 - 9562 (2015/10/12)
The glycosylations of glycals and alcohols using N-iodosuccinimide (NIS) and a catalytic amount of PPh3 effectively proceeded under mild conditions to provide the corresponding 2-deoxy-2-iodoglycosides in high yields. The reactivity of the iodo
Matched/Mismatched interactions in chiral br?nsted acid-catalyzed glycosylation reactions with 2-deoxy-sugar trichloroacetimidate donors
Liu, Deshan,Sarrafpour, Soshian,Guo, Wen,Goulart, Brian,Bennett, Clay S.
, p. 423 - 434 (2015/04/14)
The stereochemical outcome of glycosylation reactions of 2-deoxy-sugar trichloroacetimidates promoted by chiral Br?nsted acids is shown to be dependent on both the chirality of the catalyst and the configuration of the leaving group. High levels of select
Recent advances in the synthesis of 2-deoxy-glycosides
Hou, Dianjie,Lowary, Todd L.
scheme or table, p. 1911 - 1940 (2010/03/01)
Glycosides of 2-deoxy-sugars, monosaccharides in which the hydroxyl group at C-2 is replaced with a hydrogen atom, occur widely in natural products and therefore have been the subject of intense synthetic activity. The report summarizes recent advances in this area, with a particular focus on work published since an earlier review on the topic, in 2000 (Marzabadi, C. H.; Franck, R. W. Tetrahedron 2000, 56, 8385-8417).
Environmentally benign β-stereoselective glycosidations of glycosyl phosphites using a reusable heterogeneous solid acid, montmorillonite K-10
Nagai, Hideyuki,Sasaki, Kaname,Matsumura, Shuichi,Toshima, Kazunobu
, p. 337 - 353 (2007/10/03)
Environmentally benign and stereoselective β-glycosidations of glycopyranosyl phosphites and alcohols using a reusable heterogeneous solid acid, montmorillonite K-10, as an activator have been developed. By these glycosidations, β-gluco-, 2-deoxy-β-gluco-
Stereocontrolled glycosidations using a heterogeneous solid acid, sulfated zirconia, for the direct syntheses of α- and β-manno- and 2-deoxyglucopyranosides
Toshima, Kazunobu,Nagai, Hideyuki,Kasumi, Ken-Ichi,Kawahara, Kanako,Matsumura, Shuichi
, p. 5331 - 5339 (2007/10/03)
Novel α- and β-stereocontrolled glycosidations using a heterogeneous solid acid, sulfated zirconia (SO4/ZrO2), as an activator have been developed. The glycosidations of manno- and 2-deoxyglucopyranosyl α-fluorides with several alcoh
A novel promoter, heteropoly acid, mediated chemo- and stereoselective sulfoxide glycosidation reactions
Nagai, Hideyuki,Matsumura, Shuichi,Toshima, Kazunobu
, p. 10233 - 10237 (2007/10/03)
The chemo- and stereoselective glycosidations of sulfinylglycosides and alcohols using a heteropoly acid, H3PW12O40, as a new promoter have been developed. (C) 2000 Elsevier Science Ltd.
Novel stereocontrolled glycosidations of 2-deoxyglucopyranosyl fluoride using a heterogeneous solid acid, sulfated zirconia (SO4[ZrO2)
Toshima, Kazunobu,Kasumi, Ken-ichi,Matsumura, Shuichi
, p. 813 - 815 (2007/10/03)
Novel stereocontrolled glycosidations of a 2-deoxy-α-D-glucopyranosyl fluoride using a heterogeneous and environmentally friendly solid acid, sulfated zirconia (SO4/ZrO2), have been developed. The glycosidations of the perbenzylated
