1570511-07-7Relevant academic research and scientific papers
Copper-Catalyzed Asymmetric Hydroboration of 1,1-Disubstituted Alkenes
Wang, Zining,He, Xiaxia,Zhang, Rui,Zhang, Ge,Xu, Guoxing,Zhang, Qian,Xiong, Tao
, p. 3067 - 3070 (2017)
A mild and efficient approach for highly regio- and enantioselective copper-catalyzed hydroboration of 1,1-diaryl substituted alkenes with bis(pinacolato)diboron (B2Pin2) was developed for the first time, providing facile access to a
Chiral Diarylmethanes via Copper-Catalyzed Asymmetric Allylic Arylation with Organolithium Compounds
Guduguntla, Sureshbabu,Hornillos, Valentín,Tessier, Romain,Fa?anás-Mastral, Martín,Feringa, Ben L.
supporting information, p. 252 - 255 (2016/02/03)
A highly enantioselective copper/N-heterocyclic carbene catalyzed allylic arylation with organolithium compounds is presented. The use of commercial or readily prepared aryllithium reagents in the reaction with allyl bromides affords a variety of chiral diarylvinylmethanes, comprising a privileged structural motif in pharmaceuticals, in high yields with good to excellent regio- and enantioselectivities. The versatility of this new transformation is illustrated in the formal synthesis of the marketed drug tolterodine (Detrol).
A catalytic enantiotopic-group-selective Suzuki reaction for the construction of chiral organoboronates
Sun, Chunrui,Potter, Bowman,Morken, James P.
supporting information, p. 6534 - 6537 (2014/05/20)
Catalytic enantiotopic-group-selective cross-couplings of achiral geminal bis(pinacolboronates) provide a route for the construction of nonracemic chiral organoboronates. In the presence of a chiral monodentate taddol-derived phosphoramidite ligand, these reactions occur with high levels of asymmetric induction. Mechanistic experiments with chiral 10B-enriched geminal bis(boronates) suggest that the reaction occurs by a stereochemistry-determining transmetalation that occurs with inversion of configuration at carbon.
