Abstract
New α,β-unsaturated valerolactams showing potential
as Michael acceptors were synthesized from heterocyclic imines as starting
materials. The synthetic procedure is based on an acid chloride
addition in the first step, followed by a modified Hosomi-Sakurai reaction,
and a final ring-closing metathesis using a ruthenium catalyst.
Key words
heterocycles - imines - unsaturated lactams - Michael acceptor - ring-closing metathesis
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18 In former investigations using similar
substrates, a first-generation Grubbs catalyst showed less activity.¹²
19 CCDC 706274 contains the supplementary
crystallographic data for this paper. These data can be obtained
free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.