Cargando…
Regioselective Manipulation of GlcNAc Provides Allosamine, Lividosamine, and Related Compounds
[Image: see text] Palladium-catalyzed oxidation of isopropyl N-acetyl-α-d-glucosamine (GlcNAc) is used to prepare the rare sugars allosamine, lividosamine, and related compounds with unprecedented selectivity. The Passerini reaction applied on 3-keto-GlcNAc provides an entry into branching of the ca...
| Autores principales: | , , , |
|---|---|
| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
American Chemical
Society
2018
|
| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6343366/ https://www.ncbi.nlm.nih.gov/pubmed/30569712 http://dx.doi.org/10.1021/acs.joc.8b01949 |
| _version_ | 1783389273748144128 |
|---|---|
| author | Zhang, Ji Eisink, Niek N. H. M. Witte, Martin D. Minnaard, Adriaan J. |
| author_facet | Zhang, Ji Eisink, Niek N. H. M. Witte, Martin D. Minnaard, Adriaan J. |
| author_sort | Zhang, Ji |
| collection | PubMed |
| description | [Image: see text] Palladium-catalyzed oxidation of isopropyl N-acetyl-α-d-glucosamine (GlcNAc) is used to prepare the rare sugars allosamine, lividosamine, and related compounds with unprecedented selectivity. The Passerini reaction applied on 3-keto-GlcNAc provides an entry into branching of the carbon skeleton in this compound. |
| format | Online Article Text |
| id | pubmed-6343366 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2018 |
| publisher | American Chemical
Society |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-63433662019-01-28 Regioselective Manipulation of GlcNAc Provides Allosamine, Lividosamine, and Related Compounds Zhang, Ji Eisink, Niek N. H. M. Witte, Martin D. Minnaard, Adriaan J. J Org Chem [Image: see text] Palladium-catalyzed oxidation of isopropyl N-acetyl-α-d-glucosamine (GlcNAc) is used to prepare the rare sugars allosamine, lividosamine, and related compounds with unprecedented selectivity. The Passerini reaction applied on 3-keto-GlcNAc provides an entry into branching of the carbon skeleton in this compound. American Chemical Society 2018-12-20 2019-01-18 /pmc/articles/PMC6343366/ /pubmed/30569712 http://dx.doi.org/10.1021/acs.joc.8b01949 Text en Copyright © 2018 American Chemical Society This is an open access article published under a Creative Commons Non-Commercial No Derivative Works (CC-BY-NC-ND) Attribution License (http://pubs.acs.org/page/policy/authorchoice_ccbyncnd_termsofuse.html) , which permits copying and redistribution of the article, and creation of adaptations, all for non-commercial purposes. |
| spellingShingle | Zhang, Ji Eisink, Niek N. H. M. Witte, Martin D. Minnaard, Adriaan J. Regioselective Manipulation of GlcNAc Provides Allosamine, Lividosamine, and Related Compounds |
| title | Regioselective Manipulation
of GlcNAc Provides Allosamine,
Lividosamine, and Related Compounds |
| title_full | Regioselective Manipulation
of GlcNAc Provides Allosamine,
Lividosamine, and Related Compounds |
| title_fullStr | Regioselective Manipulation
of GlcNAc Provides Allosamine,
Lividosamine, and Related Compounds |
| title_full_unstemmed | Regioselective Manipulation
of GlcNAc Provides Allosamine,
Lividosamine, and Related Compounds |
| title_short | Regioselective Manipulation
of GlcNAc Provides Allosamine,
Lividosamine, and Related Compounds |
| title_sort | regioselective manipulation
of glcnac provides allosamine,
lividosamine, and related compounds |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6343366/ https://www.ncbi.nlm.nih.gov/pubmed/30569712 http://dx.doi.org/10.1021/acs.joc.8b01949 |
| work_keys_str_mv | AT zhangji regioselectivemanipulationofglcnacprovidesallosaminelividosamineandrelatedcompounds AT eisinknieknhm regioselectivemanipulationofglcnacprovidesallosaminelividosamineandrelatedcompounds AT wittemartind regioselectivemanipulationofglcnacprovidesallosaminelividosamineandrelatedcompounds AT minnaardadriaanj regioselectivemanipulationofglcnacprovidesallosaminelividosamineandrelatedcompounds |