A total synthesis of the structure corresponding to the novel tricyclic diterpene guanacastepene C has been realized in which a Knoevenagel cyclization serves as a key step to annulate the six-membered C-ring on a stereochemically secured bicyclic hydroazulene precursor.

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Cyclooctatetraene (COT) derived bicyclo[4.2.1]nona-2,4,7-trien-9-one has been recognized as a cyclooctane carbasugar equivalent and elaborated to a range of cyclooctane polyols (cyclooctitols) through a flexible strategy with moderate regio- and stereo-control.

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