Stabilization of Glucosyl Dioxolenium Ions by 'Dual Participation' of the 2,2-Dimethyl-2-(ortho-nitrophenyl)acetyl (DMNPA) Protection Group for 1,2-cis-Glucosylation

Autor: Wouter A. Remmerswaal, Kas J. Houthuijs, Roel van de Ven, Hidde Elferink, Thomas Hansen, Giel Berden, Herman S. Overkleeft, Gijsbert A. van der Marel, Floris P. J. T. Rutjes, Dmitri V. Filippov, Thomas J. Boltje, Jonathan Martens, Jos Oomens, Jeroen D. C. Codée

Publikováno v: Journal of Organic Chemistry (JOC), 87(14), 9139-9147. AMER CHEMICAL SOC
Journal of Organic Chemistry, 87, 9139-9147
Journal of Organic Chemistry, 87, 14, pp. 9139-9147
Remmerswaal, W A, Houthuijs, K J, Van De Ven, R, Elferink, H, Hansen, T, Berden, G, Overkleeft, H S, Van Der Marel, G A, Rutjes, F P J T, Filippov, D V, Boltje, T J, Martens, J, Oomens, J & Codée, J D C 2022, ' Stabilization of Glucosyl Dioxolenium Ions by "dual Participation" of the 2,2-Dimethyl-2-(ortho-nitrophenyl)acetyl (DMNPA) Protection Group for 1,2-cis-Glucosylation ', Journal of Organic Chemistry, vol. 87, no. 14, pp. 9139-9147 . https://doi.org/10.1021/acs.joc.2c00808
Journal of Organic Chemistry, 87(14), 9139-9147. American Chemical Society

The stereoselective introduction of glycosidic bonds is of paramount importance to oligosaccharide synthesis. Among the various chemical strategies to steer stereoselectivity, participation by either neighboring or distal acyl groups is used particul

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::a3a58321247d741426ba6183eca07e93
https://doi.org/10.1021/acs.joc.2c00808