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Synthesis of Silyl Aziridines and α-Amino Acylsilanes with Silyldibromomethyllithium

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posted on 11.11.2004, 00:00 by Kazunari Yagi, Hiroshi Shinokubo, Koichiro Oshima
The reaction of silyldibromomethyllithium with aromatic imines provides α-amino acylsilanes via a bromo aziridine intermediate upon quenching the reaction with water. Alternatively, treatment of the bromo aziridine intermediate with various Grignard reagents or lithium aluminum hydride permits the nucleophilic displacement of the halogen to furnish substituted silyl aziridines.