TY - JOUR
T1 - Concise enantio- and diastereoselective total syntheses of fumagillol, RK-805, FR65814, ovalicin, and 5-demethylovalicin
AU - Yamaguchi, Junichiro
AU - Toyoshima, Maya
AU - Shoji, Mitsuru
AU - Kakeya, Hideaki
AU - Osada, Hiroyuki
AU - Hayashi, Yujiro
PY - 2006/1/23
Y1 - 2006/1/23
N2 - (Chemical Equation Presented) L-Proline-mediated α-aminoxylation is a key step in the enantio- and diastereoselective total syntheses of fumagillin, ovalicin, and related compounds (see scheme). These compounds contain a cyclohexane ring, two epoxides, and five or six contiguous stereogenic centers, and they display anti-angiogenesis or immunosuppressive properties.
AB - (Chemical Equation Presented) L-Proline-mediated α-aminoxylation is a key step in the enantio- and diastereoselective total syntheses of fumagillin, ovalicin, and related compounds (see scheme). These compounds contain a cyclohexane ring, two epoxides, and five or six contiguous stereogenic centers, and they display anti-angiogenesis or immunosuppressive properties.
KW - Asymmetric synthesis
KW - Inhibitors
KW - Natural products
KW - Organocatalysis
KW - Total synthesis
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U2 - 10.1002/anie.200502826
DO - 10.1002/anie.200502826
M3 - Article
C2 - 16365904
AN - SCOPUS:31444448532
SN - 1433-7851
VL - 45
SP - 789
EP - 793
JO - Angewandte Chemie - International Edition
JF - Angewandte Chemie - International Edition
IS - 5
ER -