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- Diversity-Oriented Synthesis of Diverse Polycyclic Scaffolds Inspired by the Logic of Sesquiterpene Lactones Biosynthesis
G. Valot, J. Garcia, V. Duplan, C. Serba, S. Barluenga, N. Winssinger
Angew. Chem. Int. Ed. 2012, 51, 5391-5394
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.
DOI : 10.1002/anie.201201157
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