Catalytic reductive cleavage of methyl α-d-glucoside acetals to ethers using hydrogen as a clean reductant?
RSC Advances Pub Date: 2014-10-10 DOI: 10.1039/C4RA09350J
Abstract
The palladium-catalysed reductive cleavage of methyl glucoside acetals has been studied using hydrogen as a clean reducing agent. The reaction proceeds at 120 °C in cyclopentyl methyl ether (CPME) without acid co-catalyst. Under these conditions, the corresponding methyl glucoside monoethers were obtained with poor to good isolated yields (37–81%) and high selectivities (86–99%).
Recommended Literature
- [1] Excitable dynamics in the bromate–sulfite–ferrocyanide reaction J. Zagora,M. Vosla?,L. Schreiberová,I. SchreiberPhys. Chem. Chem. Phys., 2002,4, 1284-1291 10.1039/B110048C
- [2] Exciplex emission from the mixed dimer of naphthalene and 2-cyanonaphthalene in a supersonic jet Aloke Das,K. K. Mahato,Chayan K. Nandi,Tapas Chakraborty,Shridhar R. Gadre,Nikhil A. GokhalePhys. Chem. Chem. Phys., 2002,4, 2162-2168 10.1039/B200124C
- [3] Evolution of dealloying induced strain in nanoporous gold crystals? Ross Harder,David C. Dunand,Ian McNultyNanoscale, 2017,9, 5686-5693 10.1039/C6NR09635B
- [4] Evidence that the availability of an allylic hydrogen governs the regioselectivity of the Wacker oxidation Matthew J. Gaunt,Jinquan Yu,Jonathan B. SpencerChem. Commun., 2001, 1844-1845 10.1039/B103066N
- [5] Excellent mechanical performance and enhanced dielectric properties of OBC/SiO2 elastomeric nanocomposites: effect of dispersion of the SiO2 nanoparticles? Xing Zhao,Lu Bai,Rui-Ying Bao,Zheng-Ying Liu,Ming-Bo Yang,Wei YangRSC Adv., 2017,7, 46297-46305 10.1039/C7RA08074C
- [6] Fast-Track to Research Data Management in Experimental Material Science-Setting the Ground for Research Group Level Materials Digitalization. LarsBanko,AlfredLudwig 10.1021/acscombsci.0c00057
- [7] Excitation energies from ground-state density-functionals by means of generator coordinates A. B. F. da Silva,K. CapellePhys. Chem. Chem. Phys., 2009,11, 4564-4569 10.1039/B902529D
- [8] Emulsion technologies for multicellular tumour spheroid radiation assays? Kay S. McMillan,Anthony G. McCluskey,Annette Sorensen,Marie Boyd,Michele ZagnoniAnalyst, 2016,141, 100-110 10.1039/C5AN01382H
- [9] Excimer emission and magnetoluminescence of radical-based zinc(ii) complexes doped in host crystals? Shojiro Kimura,Tetsuro KusamotoChem. Commun., 2020,56, 11195-11198 10.1039/D0CC04830E
- [10] Embedding cyclic nitrone in mesoporous silica particles for EPR spin trapping of superoxide and other radicals? Eric Besson,Stéphane Gastaldi,Emily Bloch,Selma Aslan,Hakim Karoui,Olivier Ouari,Micael HardyAnalyst, 2019,144, 4194-4203 10.1039/C9AN00468H
Journal Name:RSC Advances
research_products
-
CAS no.: 89640-58-4