Chirospecific synthesis of (1S,3R)-1-amino-3-(hydroxymethyl)cyclopentane, a precursor for carbocyclic nucleoside synthesis: intramolecular aziridine cyclizations

A study reveals the intramolecular cyclization of an ester enolate to a timulated aziridine, which is a part of a new technique of preparing an important precursor of carbocyclic nucleoside (1S, 3R)-1-amino-3-(hydroxymethyl)cyclopentane, as a result of which a substituted cyclopentane ring is formed. The intermediary of the bicyclic lactam ensures that a cyclopentane, which was formed as a mixture of diasteromers, was transformed to a single diasteromer.