Tetrahydrofuran lignans via tandem oxidative anionic-radical processes or reductive radical cyclizations

被引:30
作者
Jahn, Ullrich [1 ]
Rudakov, Dmytro [1 ]
机构
[1] Tech Univ Carolo Wilhelmina Braunschweig, Inst Organ Chem, D-38106 Braunschweig, Germany
关键词
D O I
10.1021/ol061666m
中图分类号
O62 [有机化学];
学科分类号
070303 [有机化学]; 081704 [应用化学];
摘要
Several tetrahydrofuran lignans have become important due to their diverse biological activities. We present initial studies on short syntheses of some of the simplest members of this natural product class. Galgravin and Veraguensin are obtained in only three or four steps from nitroalkenes and allylic alcohols via a new tandem anionic-radical process, and reductive radical cyclizations of, ss-nitro ethers derived from the same precursors are suitable to obtain Galgravin as well as Galbelgin and Ganschisandrin.
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页码:4481 / 4484
页数:4
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