Abstract
Bis(trimethylsilyl)methylamine, BSMA, an original primary amine, was proven to be the source of a large variety of N-bis(trimethylsilyl)methylamino derivatives that otherwise have to be prepared indirectly. Because of the bulkiness of the bissilylmethyl group, regio- and stereoselectivities resulted in appropriated examples. Apart from the potential biological properties associated with the Si-C-N framework, these derivatives were powerful synthetic intermediates. Special emphasis was given to the chemistry of corresponding imines. Cleavage of SiC bonds or abstraction of the methine proton afforded α-nitrogen carbanions in very mild conditions. Application of these results to the β-lactam chemistry allowed the introduction of new synthetic methodologies in this field. It results the (Me3Si)2CH- group could now be regarded as a Me3SiCH2- or a CH3- group or a proton equivalent.Key words: bis(silyl)methylamine, preparations, reactivity, nitrogen heterocycles, α-nitrogen carbanions.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
