The changing faces of halogenated marine natural products: total synthesis of the reported structures of elatenyne and an enyne from Laurencia majuscula.
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Biomedical subjects
Publications and source records attributed to Helen M Sheldrake.
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[reaction: see text] Enamine [2 + 2] cycloadditions can be achieved in useful yields simply by stirring a mixture of an aldehyde, diethylamine, a dialkyl fumarate, and potassium carbonate in acetonitrile at 25 degrees C, conditions that are compatible with the presence of a potential leaving group on the beta-position of the intermediate enamine. Methylation and elimination of the product cyclobutanes completes a mild nonphotochemical route to functionalized cyclobutenes.
Unsaturated malonates bearing pendant alcohols yield carbocycles tethered to oxygen heterocycles on exposure to manganese(iii) acetate and an appropriate copper(ii) salt.