Abstract
A six-step synthesis of a nucleoside analogue Fischer carbenecomplex has been developed starting from d-ribono-1,4-lactone.The key steps involve a stoichiometric metathesis of exo-glycal 3 withpentacarbonyl[(diphenyl)carbene]chromium to give chromiumfuranosylidene 4, its ring-opening aminolysiswith the nucleobase adenine and a Mitsunobu recyclisation leadingto imino-l-lyxo-furanosylidene complex 6 with inversion of configuration.
Key words
carbene complexes - carbohydrates - chromiumcomplexes - glycosylidene complexes - nucleosides
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[13a]
