Total Synthesis of Linoxepin through a Palladium-Catalyzed Domino Reaction

被引:46
|
作者
Tietze, Lutz F. [1 ]
Duefert, Svenia-C. [1 ]
Clerc, Jerome [1 ]
Bischoff, Matthias [1 ]
Maass, Christian [2 ]
Stalke, Dietmar [2 ]
机构
[1] Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
[2] Univ Gottingen, Inst Anorgan Chem, D-37077 Gottingen, Germany
关键词
domino reactions; lignans; palladium; structure elucidation; total synthesis; TETRASUBSTITUTED ALKENES; EFFICIENT SYNTHESIS; CASCADE REACTIONS; NATURAL-PRODUCTS; HECK REACTION; H-ACTIVATION; C-C; CYCLIZATION; CARBONYLATION; HETEROCYCLES;
D O I
10.1002/anie.201209868
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Convergent and elegant: Linoxepin (see picture), a new lignan with an unusual oxepin moiety, has been synthesized in only 10 steps. The protecting-group-free total synthesis includes a palladium- catalyzed Sonogashira reaction and a domino carbopalladation/Heck reaction of an allylsilane. © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:3191 / 3194
页数:4
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