Stereocontrolled synthesis of lankanolide from 1,6-anhydro-beta-D-glucopyranose (levoglucosan): 1, synthesis of the C-1/7 and C-8/15 segments.
A scheme has been designed for the stereocontrolled synthesis of lankanolide, the aglycon of lankamycin. Synthesis of its C-1/7 and C-8/15 segments has been accomplished starting from 1,6-anhydro-2,4-dideoxy-2,4-di-C-methyl-beta-D-glucopyranose.
Kochetkov
N K
NK
N.D. Zelinksky Institute of Organic Chemistry, Academy of Sciences of the U.S.S.R., Moscow.
Yashunsky
D V
DV
Sviridov
A F
AF
Ermolenko
M S
MS
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis*; D055598:Chemical Phenomena; D002621:Chemistry; D007783:Lactones / Q000138:chemical synthesis*; D018942:Macrolides; D013237:Stereoisomerism
D000900:Anti-Bacterial Agents; D007783:Lactones; D018942:Macrolides; C065005:lankanolide