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Biosynthesis of C and C homoterpenes in higher plants - stereochemistry of the C-C-Bond cleavage reaction

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Boland,  Wilhelm
Department of Bioorganic Chemistry, Prof. Dr. W. Boland, MPI for Chemical Ecology, Max Planck Society;

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Citation

Boland, W., Gäbler, A., Gilbert, M., & Feng, Z. F. (1998). Biosynthesis of C<sub11</sub> and C<sub16</sub> homoterpenes in higher plants - stereochemistry of the C-C-Bond cleavage reaction. Tetrahedron, 54(49), 14725-14736. doi:10.1016/S0040-4020(98)00902-8.


Cite as: http://hdl.handle.net/11858/00-001M-0000-0012-9EE6-9
Abstract
In higher plants the C-11 homoterpene 4,8-dimethylnona-1,3,7-triene (1) originates from oxidative degradation of nerolidol (3) or geranylacetone (4). The geometry of the transition state of bond cleavage has been shown to be syn-periplanar, for both 3 a