Total synthesis of (+/-)-trachyspic acid and determination of the relative configuration.
[reaction: see text] The first total synthesis of (+/-)-trachyspic acid, a tumor cell heparanase inhibitor, was accomplished based on Cr(II)/Ni(II)-mediated reaction of the aldehyde containing the citric acid moiety and the long-chain triflate, and the relative configuration of this natural product was determined.
Hirai
Kanako
K
Graduate School of Biomedical Sciences, Nagasaki University, Nagasaki 852-8521, Japan.
Ooi
Hidenori
H
Esumi
Tomoyuki
T
Iwabuchi
Yoshiharu
Y
Hatakeyama
Susumi
S