Total Synthesis and Determination of the Absolute Configuration of (-)-Idesolide

被引:22
|
作者
Yamakoshi, Hiroyuki [1 ]
Shibuya, Masatoshi [1 ]
Tomizawa, Masaki [1 ]
Osada, Yuji [1 ]
Kanoh, Naoki [1 ]
Iwabuchi, Yoshiharu [1 ]
机构
[1] Tohoku Univ, Grad Sch Pharmaceut Sci, Dept Organ Chem, Sendai, Miyagi 9808578, Japan
关键词
ALKALOIDS; ALCOHOLS; DIMER;
D O I
10.1021/ol9029676
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first total synthesis of (-)-idesolide was achieved via organocatalytic, enantioselective oxidative kinetic resolution (OKR) using (1S,4S)-4-Bn-1-Bu-AZADOH- and AZADO-catalyzed dimerization of (S)-(-)-methyl 1-hydroxy-6-oxo-2-cyclohexenecarboxylate. The absolute configuration of (-)-idesolide is determined to be 2R,2'S,3aS,7aR.
引用
收藏
页码:980 / 983
页数:4
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