Alternative and expedient asymmetric syntheses of L-(+)-noviose.
L-(+)-noviose, the sugar component of the antibiotic novobiocin, was synthesized from readily available non-carbohydrate starting materials relying on stoichiometric and asymmetric processes by two independent methods, comprising six and nine steps, in 27 and 20% overall yields, respectively.
Hanessian
Stephen
S
Department of Chemistry, Université de Montréal, PO Box 6128, Station Centre-ville, Montréal, QC, H3C 3J7 Canada.
Auzzas
Luciana
L
D002384:Catalysis; D015394:Molecular Structure; D009005:Monosaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013302:Streptomyces / Q000737:chemistry
D009005:Monosaccharides; C494073:noviose