Abstract
The [3 + 2] dipolar cycloaddition of nitrones to N-9-vinyladenine provides a regioselective and stereoselective method for the obtainment of 4′-aza-analogues of 2′,3′-dideoxyadenosine. The latter may act as antiviral agents by analogy with the behaviour in vitro of the corresponding thymine analogue. The formation of the unsubstituted isoxazolidino derivative requires the protection of the 6-NH2 function of the dipolarophile, which is not necessary when preformed nitrones are used. The obtainment of a specific enantiomer has been exploited by enzyme-catalysed hydrolysis of an ester function introduced into the isoxazolidino nucleus.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have