1. Cycloaddition Reactions of Deoxyribosylpropynoates
- Author
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Martin Kotora, Ivana Císarˇová, Lucie Kulhava, Miroslav Otmar, and Filip Hessler
- Subjects
Anomer ,Chemistry ,Yield (chemistry) ,Organic Chemistry ,medicine ,Organic chemistry ,medicine.disease_cause ,Medicinal chemistry ,Ultraviolet ,Cycloaddition - Abstract
Pure anomers of either α or β 3-(2-deoxyribofuranosyl)propynoates reacted with the tetramethylcyclobutadiene–aluminum trichloride complex to yield the corresponding diastereoisomeric Dewar benzenes. Thermal- or ultraviolet light–initiated rearrangement gave rise to highly substituted C-aryldeoxyribosides as single anomers. The same compounds as well as other substituted deoxyribosides were obtained also by transition metal–mediated cycloaddition reactions.
- Published
- 2014
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