ISSN:
0009-2940
Keywords:
Sannamines
;
Sporamines
;
Glycosyl acceptors, 4-epimers, fluorinated, enantiopure
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Along an established scheme, 1,2:3,4-dianhydrodeoxy-epi-inositol (3) - readily available from benzene - has been applied to expeditious syntheses of suitably protected, fluorinated, and epimerized aminoglycoside building blocks related to sannamine (rac-14a, rac-16a, rac-18a, rac-31a) and sporamine (rac-21a, rac-23a, rac-26a, rac-34a). By separation of diastereomers formed with (+)-(1-phenylethyl)amine (14c/ 14′c; 16c/16'c) or with (-)-camphanic acid (14e/14'e) and by enzymatic hydrolysis (rac-14b) access is gained to enantiopure glycosyl acceptors.
Additional Material:
4 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19941270920
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