Synthesis of beta-lactams from diazoketones and imines: the use of microwave irradiation.
[see reaction]. The transformation of diazoketones derived from alpha-amino acids to ketenes that, in turn, react further with imines to afford beta-lactams, can be realized not only by utilizing photochemical reaction conditions but also under the action of microwave irradiation. Under the latter reaction conditions 4-alkenyl-substituted beta-lactams derived from amino acids, substrates that were not previously accessible, have been prepared. beta-Lactams possessing a trans-substitution pattern at the ring were obtained exclusively.
Linder
M R
MR
Institut für Organische Chemie der Universität Stuttgart, Pfaffenwaldring 55, D-70569 Stuttgart, Germany.
Podlech
J
J
D001391:Azo Compounds / Q000737:chemistry; D007097:Imines / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D008872:Microwaves; D047090:beta-Lactams / Q000138:chemical synthesis* / Q000737:chemistry
D001391:Azo Compounds; D007097:Imines; D007659:Ketones; D047090:beta-Lactams