82730-08-3Relevant academic research and scientific papers
Vinyl-β-lactams as efficient synthons. Eco-friendly approaches via microwave assisted reactions
Manhas, Maghar S.,Banik, Bimal K.,Mathur, Arvind,Vincent, John E.,Bose, Ajay K.
, p. 5587 - 5601 (2007/10/03)
Vinyl-β-lactams are efficient synthons for a variety of compounds of biomedical interest - such as isocephalosporins, carbapenem and thienamycin intermediates, and pyrrolidine alkaloids. Convenient methods are described for obtaining both enantiomers of some of these synthons. Microwave-induced Organic Reaction Enhancement (MORE) chemistry techniques allow highly accelerated synthesis of variously substituted vinyl-β-lactams using limited amounts of solvents and with efficient stereocontrol - thus achieving high 'atom economy'. The effect (if any) of microwaves on bond angles and bond lengths and the geometry of transition states are not well understood yet. Nonetheless, reactions under microwave irradiation in open systems are rapid, safe, and cost-effective for synthetic approaches that are much more friendly to the environment than conventional processes. (C) 2000 Elsevier Science Ltd.
N-Unsubstituted β-Lactams from β-Hydroxy-α-amino Acids. Facile Preparation of Intermediates for Isocephalosporins
Bose, Ajay K.,Manhas, M. S.,Vincent, J. E.,Gala, K.,Fernandez, I. F.
, p. 4075 - 4081 (2007/10/02)
A facile method has been devised for the synthesis of N-unsubstituted β-lactams.The cis-azido β-lactam (13) obtained by the reaction of azidoacetyl chloride and the Schiff base (10), derived from cinnamaldehyde and a threonine ester, is subjected to contr
