Total synthesis of luminacin D

被引:24
|
作者
Shotwell, JB
Krygowski, ES
Hines, J
Koh, B
Huntsman, EWD
Choi, HW
Schneekloth, JS
Wood, JL
Crews, CM [1 ]
机构
[1] Yale Univ, Dept Chem, Sterling Chem Lab, New Haven, CT 06520 USA
[2] Yale Univ, Dept Mol Cellular & Dev Biol, New Haven, CT 06520 USA
[3] Yale Univ, Dept Pharmacol, New Haven, CT 06520 USA
关键词
D O I
10.1021/ol026382q
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] A highly convergent synthesis of the angiogenesis inhibitor luminacin D has been achieved in 13 linear steps (19 steps total, 5.3% overall yield) utilizing a samarium(II) iodide-mediated mixed tandem aldol/Evans-Tishchenko reaction to construct the carbohydrate precursor. The modular synthetic design will allow derivatization at key positions necessary for biochemical mode of action studies.
引用
收藏
页码:3087 / 3089
页数:3
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