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Diastereoselective Ritter Reactions Of Chiral Cyclic N-Acyliminium Ions: Synthesis Of Pyrido- And Pyrrolo [2,3-D] Oxazoles And 4-Hydroxy-5-N-Acylaminopyrrolidines And 5-Hydroxy-6-N-Acylaminopiperidines, Ian R. Morgan, Arife Yazici, Stephen G. Pyne, Brian W. Skelton
Diastereoselective Ritter Reactions Of Chiral Cyclic N-Acyliminium Ions: Synthesis Of Pyrido- And Pyrrolo [2,3-D] Oxazoles And 4-Hydroxy-5-N-Acylaminopyrrolidines And 5-Hydroxy-6-N-Acylaminopiperidines, Ian R. Morgan, Arife Yazici, Stephen G. Pyne, Brian W. Skelton
Faculty of Science - Papers (Archive)
Pyrido- and pyrrolo[2,3-d]oxazoles can be conveniently prepared in high yield from the Ritter reaction of nitriles and in situ generated chiral cyclic N-acyliminium ions. cis-4-Hydroxy-5-acylaminopyrrolidines and cis-5-hydroxy-6-acylaminopiperidines can be readily obtained by acid hydrolysis of these bicyclic heterocyclic compounds, respectively.