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- W2950207893 abstract "In our studies towards the total synthesis of solanoeclepin A, a natural hatching agent of potato cyst nematodes, three analogues containing the tetracyclic left-handed substructure have been synthesised. First, the synthesis of the parent tetracycle 2 in enantiopure form is reported. Key steps are (1) chromium-mediated coupling of aldehyde 5 (see preceding paper in this issue) and vinyl triflate 6 to furnish an α,β-unsaturated lactone, which was transformed into triene 4 in six-steps, (2) ring-closing metathesis of 4 to tetracycle 3 and (3) oxidative functionalisation of the least substituted double bond of 3 to provide the fully functionalised tetracyclic left-handed substructureof solanoeclepin A. The methodology developed was successfully applied in the synthesis of two more elaborate solanoeclepin A analogues 9 and 11. Both compounds, prepared as mixtures of diastereomers, showed promising biological activity in hatching activity tests." @default.
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- W2950207893 date "2010-05-19" @default.
- W2950207893 modified "2023-09-24" @default.
- W2950207893 title "ChemInform Abstract: Studies Towards the Total Synthesis of Solanoeclepin A: Synthesis and Potato Cyst Nematode Hatching Activity of Analogues Containing the Tetracyclic Left-Hand Substructure." @default.
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- W2950207893 doi "https://doi.org/10.1002/chin.200247203" @default.
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