Tandem conjugate cyanide addition-Dieckmann condensation in the synthesis of the ABCD-ring system of lactonamycin

被引:42
作者
Deville, JP [1 ]
Behar, V [1 ]
机构
[1] Rice Univ, Dept Chem, Houston, TX 77251 USA
关键词
D O I
10.1021/ol0257373
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] An efficient synthesis of the ABCD-ring system of lactonamycin (1) is reported in this Letter. The key step is the tandem cyanide conjugate addition-Dieckmann condensation of alkyne 17 to afford a fully functionalized anthracene. Selective reduction of the cyano group with subsequent lectern formation affords the tetracyclic core of lactonamycin 19.
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页码:1403 / 1405
页数:3
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