Construction of quaternary stereogenic carbon centers through copper-catalyzed enantioselective allylic cross-coupling with alkylboranes was written by Hojoh, Kentaro;Shido, Yoshinori;Ohmiya, Hirohisa;Sawamura, Masaya. And the article was included in Angewandte Chemie, International Edition in 2014.Computed Properties of C74H104O6P2 This article mentions the following:
A combination of an in situ generated chiral Cu(I)/DTBM-MeO-BIPHEP [DTBM = 3,5-(Me3C)2C6H2-4-OMe] catalyst system and EtOK enabled the enantioselective SN2′-type allylic cross-coupling between alkylborane reagents and γ,γ-disubstituted primary allyl chlorides with enantiocontrol at a useful level. The reaction generates a stereogenic quaternary carbon center having 3 sp3-alkyl groups and a vinyl group. This protocol allowed the use of terminal alkenes as nucleophile precursors, thus representing a formal reductive allylic cross-coupling of terminal alkenes. A reaction pathway involving addition/elimination of a neutral alkylcopper(I) species with the allyl chloride substrate is proposed. In the experiment, the researchers used many compounds, for example, (R)-(-)-2,2′-Bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-6,6′-dimethoxy-1,1′-biphenyl (cas: 352655-61-9Computed Properties of C74H104O6P2).
(R)-(-)-2,2′-Bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-6,6′-dimethoxy-1,1′-biphenyl (cas: 352655-61-9) belongs to chiral phosphine ligands. The synthesis of novel trialkylphosphines can be quite difficult, thereby limiting the scope of their chiral variants. Effective chiral catalysts for nucleophilic phosphine catalysis are scarce, seriously limiting the development of asymmetric variants. Computed Properties of C74H104O6P2
Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis