431982-32-0Relevant academic research and scientific papers
Generation of quaternary centers by reductive cross-coupling: Shifting of regioselectivity in a subset of allylic alcohol-based coupling reactions
Yang, Dexi,Belardi, Justin K.,Micalizio, Glenn C.
supporting information; experimental part, p. 2144 - 2147 (2011/05/05)
Regioselective titanium alkoxide-mediated reductive cross-coupling reactions of allylic alcohols with vinylsilanes and imines have previously been demonstrated to proceed with allylic transposition by formal metallo-[3,3]-rearrangement [thought to proceed
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.
