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Pericyclic reactions in nature: Synthesis and cope rearrangement of thermolabile bis-alkenylcyclopropanes from female gametes of marine brown algae (Phaeophyceae)

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Pohnert,  G.
Department of Bioorganic Chemistry, MPI for Chemical Ecology, Max Planck Society;

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Boland,  Wilhelm
Department of Bioorganic Chemistry, MPI for Chemical Ecology, Max Planck Society;

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Pohnert, G., & Boland, W. (1997). Pericyclic reactions in nature: Synthesis and cope rearrangement of thermolabile bis-alkenylcyclopropanes from female gametes of marine brown algae (Phaeophyceae). Tetrahedron, 53(40), 13681-13694. doi:10.1016/S0040-4020(97)00886-7.


Cite as: http://hdl.handle.net/11858/00-001M-0000-0012-A2CF-3
Abstract
The biosyntheses of the 6-substituted cyclohepta-1,4-dienes dictyotene (1), ectocarpene (2), desmarestene (3), vinylcycloheptadiene (4) and lamoxirene (5) involve a spontaneous Cope rearrangement of thermolabile bis- alkenylcyclopropane precursors like