Synthesis of southern (C1'-C11') and eastern (C8-C18) fragments of pamamycin-607, an aerial mycelium-inducing substance of Streptomyces alboniger.
Synthesis of the southern C1'-C11' and eastern C8-C18 fragments of pamamycin-607, an aerial mycelium-inducing substance of Streptomyces alboniger, was achieved. The southern fragment was synthesized by using the Evans aldol reaction and cis-selective iodoetherification as the key steps in a 9.6% overall yield (7 steps). The eastern fragment was constructed via the Julia coupling reaction and cis-selective iodoetherification in a 3.0% overall yield (8 steps from the known epoxide).
Kiyota
H
H
Division of Life Science, Graduate School of Agricultural Science, Tohoku University, Sendai, Japan. kiyota@biochem.tohoku.ac.jp
Furuya
Y
Y
Kuwahara
S
S
Oritani
T
T
D005663:Furans / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D025282:Mycelium / Q000187:drug effects*; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013302:Streptomyces / Q000737:chemistry*
D005663:Furans; C057558:panamycin 607