1397264-66-2Relevant academic research and scientific papers
A new tandem cross metathesis-intramolecular aza-Michael reaction for the synthesis of α,α-difluorinated lactams
Fustero, Santos,Baez, Claribel,Sanchez-Rosello, Maria,Asensio, Amparo,Miro, Javier,Del Pozo, Carlos
, p. 1863 - 1873 (2012)
A new tandem cross metathesis-intramolecular aza-Michael reaction in which an α,α-difluorinated amide serves as a source of nucleophilic nitrogen is described. This process gives rise to a new family of fluorinated γ- and δ-lactams. The tandem protocol is catalyzed by the Hoveyda-Grubbs second-generation ruthenium catalyst with titanium(IV) tetraisopropoxide as a co-catalyst and it is highly efficient when conjugated ketones are used as the Michael acceptors. With conjugated esters, however, it is necessary to perform a step-by-step procedure in which the cyclization event is activated by the addition of a base. An asymmetric version of the process is also evaluated. Georg Thieme Verlag Stuttgart · New York.
