Journal of the Chemical Society. Perkin transactions I p. 2168 - 2185 (1981)
Update date:2022-08-05
Topics:
Boxler, Dena L.
Brambilla, Raymond
Davies, D. Huw
Mallams, Alan K.
McCombie, Stuart W.
at al.
The conversion of selectively protected gentamicin and sisomicin derivatives into the 1- and 3-oxo-compounds by reaction with 3,5-di-t-butyl-1,2-benzoquinone is described.By application of suitable reductive techniques these oxo-aminoglucosides have been converted into novel 1- and 3-epi-, 1- and 3-deamino-1- and -3-hydroxy-, 1- and 3-deamino-1- and -3-epi-hydroxy, and 1-deamino-derivatives.A study of the 13C n.m.r. parameters of the 1-epi- and 1-deamino-derivatives has led to the assignment of novel solution conformations for these new aminoglycosides.
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Doi:10.1016/S0040-4020(01)98942-2
(1981)Doi:10.1021/ja803115j
(2008)Doi:10.1016/j.bmcl.2004.07.091
(2004)Doi:10.1021/jo00338a023
(1981)Doi:10.1039/c39810000673
(1981)Doi:10.1007/BF00899787
(1981)
