- Aspects of the chemistry of dioxolanes: Synthesis of C-nucleoside analogues
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Chiral 2-formyl and 2-(1-oxoalkyl)-1,3-dioxolanes have been prepared by ozonolysis of the corresponding alkenes and by oxidation of 2-(1-hydroxyalkyl)-1,3-dioxolanes, which are readily available from 2-(tributylstannyl)dioxolanes, and taken through to αβ-unsaturated esters by condensation with stabilized ylids. The (4'S,5'S)-1-benzyl-5-[4,5-bis(ethoxycarbonyl)-1,3-dioxolan-2-yl]-2-pyridone 47 was prepared as an anologue of a C-nucleoside, but was found to be unstable.
- Mellor, Ben J.,Murray, Patricia E.,Thomas, Eric J.
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p. 243 - 256
(2007/10/03)
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