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Two novel classes of bicarbocyclic dideoxynucleosides have been synthesized for antiviral studies. The key intermediates, 9 and 23, synthesized in multiple steps from readily available monocyclic or bicyclic precursors, were coupled with the desired heterocyclic bases to afford, after further elaboration, the corresponding bicarbocyclic dideoxynucleosides. The structure and stereochemistry of the...
An improved hemisynthesis of DPEP from chlorophyll a is described. Hydrogenation of the vinyl group avoided the cleavage to a 3-H porphyrin, while heating in triazabicyclodecene performed the decarboxylation of the side-chain and the aromatization of ring D. Under these conditions extensive methylation and propylation of ring E occurred in the presence of CH 2 X 2 (X = Cl, Br).
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