The stereoselective synthesis of novel α-epoxy-β-amino acids is described by a route that combines the chemistry of oxazolinyloxiranyllithiums with that of nitrones. The intermediate trioxadiazadispiro[2.0.4.3]undecanes 4 have been isolated and converted by hydrolysis into epoxy-5-isoxazolidinones 5 which can be transformed into the α-epoxy-β-amino acids 8 by N−O reduction.
Oxazolinyloxiranyllithium-Mediated Stereoselective Synthesis of alpha-Epoxy-beta-Amino Acids
LUISI, RenzoMembro del Collaboration Group
;CAPRIATI, Vito;DEGENNARO, LEONARDO;
2003-01-01
Abstract
The stereoselective synthesis of novel α-epoxy-β-amino acids is described by a route that combines the chemistry of oxazolinyloxiranyllithiums with that of nitrones. The intermediate trioxadiazadispiro[2.0.4.3]undecanes 4 have been isolated and converted by hydrolysis into epoxy-5-isoxazolidinones 5 which can be transformed into the α-epoxy-β-amino acids 8 by N−O reduction.File in questo prodotto:
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