%0 Journal Article
%A Viso Beronda, Alma
%A Fernández de la Pradilla, Roberto
%A Flores Aguilar-Amat, Aída
%A López Rodríguez, María Luz
%A García Suárez, Ana Beatriz
%A Alonso Rodríguez, Marta Isabel
%T Fine tuned aminal cleavage: A concise route to differentially protected enantiopure syn-α,β-diaminoesters
%D 2004
%@ 0022-3263
%U https://hdl.handle.net/20.500.14352/98460
%X A survey of routes for aminal cleavage of N-sulfinylimidazolidines has been carried out, and selective conditions to cleave the aminal moiety while preserving the sulfinamide group unaltered have been found. Thus, the treatment of enantiopure N-sulfinylimidazolidines with aqueous H3PO4 in THF affords enantiopure N-sulfinyldiamino esters in excellent yields, while the presence of MeOH as cosolvent allows for the simultaneous removal of the sulfinamide group and aminal cleavage. The behavior of these substrates in a variety of chemical transformations has been explored.
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