| Autor: |
Roslund MU; Laboratory of Organic Chemistry and Laboratory of Industrial Chemistry, Abo Akademi University, FI-20500 Abo, Finland. mattias_roslund@yahoo.com, Aitio O, Wärnå J, Maaheimo H, Murzin DY, Leino R |
| Jazyk: |
angličtina |
| Zdroj: |
Journal of the American Chemical Society [J Am Chem Soc] 2008 Jul 09; Vol. 130 (27), pp. 8769-72. Date of Electronic Publication: 2008 Jun 11. |
| DOI: |
10.1021/ja801177s |
| Abstrakt: |
The migration of acetyl, pivaloyl, and benzoyl protective groups and their relative stabilities at variable pH for a series of beta- d-galactopyranoses were studied by NMR spectroscopy. The clockwise and counterclockwise migration rates for the different ester groups were accurately determined by use of a kinetic model. The results presented provide new insights into the acid and base stabilities of commonly used ester protecting groups and the phenomenon of acyl group migration and may prove useful in the planning of synthesis strategies. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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