Stereocontrolled Synthesis of an Indole Moiety of Sespendole and Stereochemical Assignment of the Side Chain

被引:20
作者
Adachi, Masaatsu [1 ]
Higuchi, Keiko [1 ]
Thasana, Nopporn [2 ]
Yamada, Hitomi [1 ]
Nishikawa, Toshio [1 ]
机构
[1] Nagoya Univ, Grad Sch Bioagr Sci, Organ Chem Lab, Chikusa Ku, Nagoya, Aichi 4648601, Japan
[2] Chulabhorn Res Inst, Med Chem Lab, Bangkok 10210, Thailand
关键词
LIPID DROPLET SYNTHESIS; ORGANOSTANNANES; INHIBITOR;
D O I
10.1021/ol202895u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two possible diastereomers of the indole moiety of sespendole were synthesized from 3-hydroxy-4-nitrobenzaldehyde in a highly stereoselective manner. Comparison of H-1 and C-13 NMR spectra of the two synthetic materials with those sespendole leads us to propose that the relative stereochemistry of the epoxyalcohol is syn.
引用
收藏
页码:114 / 117
页数:4
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