TOTAL SYNTHESIS OF (+)-DACTYLOL VIA A NOVEL [3+5]-ANNULATION APPROACH

被引:40
作者
MOLANDER, GA
EASTWOOD, PR
机构
[1] Department of Chemistry and Biochemistry, University of Colorado, Boulder
关键词
D O I
10.1021/jo00119a038
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(+)-Dactylol (1) has been synthesized from the known (R)-3-methyl-2-methylenecyclopentanone (20) in six steps. The key step in the synthesis involves a regioselective and stereoselective [3 + 5] annulation to afford a tricyclic ether, which upon suitable functional group manipulation was opened to provide the natural product.
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页码:4559 / 4565
页数:7
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