50778-41-1Relevant articles and documents
Kinetic Resolution of Allyltriflamides through a Pd-Catalyzed C-H Functionalization with Allenes: Asymmetric Assembly of Tetrahydropyridines
González, José Manuel,Cendón, Borja,Mascare?as, José Luis,Gulías, Moisés
supporting information, p. 3747 - 3752 (2021/04/06)
Enantioenriched, six-membered azacycles are essential structural motifs in many products of pharmaceutical or agrochemical interest. Here we report a simple and practical method for enantioselective assembly of tetrahydropyridines, which is paired to a ki
Nazarov cyclization of divinyl ketones bearing an ester group at the β-position: A remarkable effect of α-substitution and alkene geometry on regioselectivity
Sudhakar, Gangarajula,Raghavaiah, Jakka,Mahesh, Gaddam,Singarapu, Kiran Kumar
supporting information, p. 2866 - 2872 (2016/03/12)
The Nazarov cyclization of divinyl ketones with an ester at the β-position was examined with particular reference to where the cyclic double bond forms. We observed unprecedented regioselectivity, dictated by the subtle substitution patterns at the α-position and alkene geometry of α,β and mostly, this selectivity is regardless of substitutions at α′- and β′-positions. The major implications of these observations are an aromatic group at the α-position with E-olefin geometry provides a cyclopentenone in which the double bond is not in conjugation with an ester, whereas Z-olefin provides a cyclopentenone in which the double bond is in conjugation with an ester; and divinyl ketones bearing an ester group at the β-position and an alkyl group at the α-position with E-olefin geometry provide a cyclopentenone in which the double bond is in conjugation with the ester.
Copper-catalyzed enantioselective 1,4-addition to α,β- unsaturated aldehydes
Palais, Laetitia,Babel, Lucille,Quintard, Adrien,Belot, Sebastien,Alexakis, Alexandre
supporting information; experimental part, p. 1988 - 1991 (2010/07/10)
Figure presented The first asymmetric Cu-catalyzed conjugate addition of dialkylzinc zinc reagents to a large scope of enals in presence of phosphoramidite, SimplePhos, or (R)-BINAP ligands with enantiomeric excesses up to 90% is reported. Moreover, ACA of Grignard reagents afforded moderate to good 1,4-regioselectivities with enantioselectivities up to 90%.