340024-97-7Relevant academic research and scientific papers
Synthesis of conjugated δ-lactams using ring-closing metathesis
Rodríguez,Castillo,Carda,Marco
, p. 1185 - 1192 (2007/10/03)
Addition of allyl magnesium or metallyl magnesium bromide to the N-benzyl imines of benzaldehyde and cyclohexanone, followed by acylation with acryloyl or metacryloyl chloride provided the corresponding α,β-unsaturated amides. Ring-closing metathesis of the latter with ruthenium catalyst PhCH=RuCl2(PPh3)2 in the presence of Ti(OiPr)4 provided excellent yields of the corresponding conjugated δ-lactams with both disubstituted and trisubstituted C=C bonds. Some specific trisubstitution patterns, however, as well as tetrasubstituted C=C bonds, were not obtained. In these cases, even the use of a second generation, imidazolylidene-substituted ruthenium catalyst at high temperature did not lead to success.
