1029798-07-9Relevant academic research and scientific papers
Synthesis of β-lactams by 4-exo-tet cyclization process induced by electrogenerated cyanomethyl anion, part 2:[1] Stereochemical implications
Feroci, Marta
, p. 2177 - 2181 (2008/09/19)
An efficient electrochemically induced synthesis of chiral eis β-lactams has been described, via deprotonation of chiral amides containing an acidic methylene group and a bromine atom as leaving group and bearing a chiral auxiliary or amine function. The electrogenerated base - cyanomethyl anion - is easily obtained by galvanostatic reduction of acetonitrile- tetraethylammonium hexafluorophosphate solutions under very mild conditions. The yields are high and the cis-diastereoselection complete. The use of starting chiral amides has allowed in many cases the preparation of the most abundant isomer in a pure form.
