Diversity-Oriented Synthesis of Diverse Polycyclic Scaffolds Inspired by the Logic of Sesquiterpene Lactones Biosynthesis

被引:30
作者
Valot, Gaelle [1 ]
Garcia, Jose [1 ]
Duplan, Vincent [1 ]
Serba, Christelle [1 ]
Barluenga, Sofia [1 ]
Winssinger, Nicolas [1 ]
机构
[1] Univ Strasbourg, Strasbourg, France
关键词
cyclization; diversity-oriented synthesis; metathesis; natural products; transition metals; METAL-CATALYZED CYCLOISOMERIZATIONS; OLEFIN METATHESIS CATALYSTS; NF-KAPPA-B; ALLYLIC OXIDATION; ORGANIC-SYNTHESIS; TERT-BUTYLHYDROPEROXIDE; TERPENES; TARGET; ENYNES; CANCER;
D O I
10.1002/anie.201201157
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Natural selection: An acyclic chain containing an ene-yne-ene motif, in analogy to farnesyl diphosphate, was cyclized to obtain six distinct scaffolds using different transition-metal catalysts (see scheme). Notably, the guaianolide framework was accessed through enynene metathesis enabling the synthesis of three natural products. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:5391 / 5394
页数:4
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