191112-26-2Relevant academic research and scientific papers
Highly enantioselective synthesis of chiral cyclic allylic amines via RH-catalyzed asymmetric hydrogenation
Zhou, Ming,Liu, Tang-Lin,Cao, Min,Xue, Zejian,Lv, Hui,Zhang, Xumu
supporting information, p. 3484 - 3487 (2014/07/21)
Highly regioselective and enantioselective asymmetric hydrogenation of cyclic dienamides catalyzed by an Rh-DuanPhos complex has been developed, which provides a readily accessible method for the synthesis of chiral cyclic allylic amines in excellent enantioselectivities (up to 99% ee). The products are valuable chiral building blocks and could be easily transformed to multisubstituted cyclohexane derivatives.
Ligand- and base-free Pd(II)-catalyzed controlled switching between oxidative heck and conjugate addition reactions
Walker, Sarah E.,Boehnke, Julian,Glen, Pauline E.,Levey, Steven,Patrick, Lisa,Jordan-Hore, James A.,Lee, Ai-Lan
supporting information, p. 1886 - 1889 (2013/06/04)
A simple change of solvent allows controlled and efficient switching between oxidative Heck and conjugate addition reactions on cyclic Michael acceptor substrates, catalyzed by a cationic Pd(II) catalyst system. Both reactions are ligand- and base-free and tolerant of air and moisture, and the controlled switching sheds light on some of the factors which favor one reaction over the other.
Pd-diimine: A highly selective catalyst system for the base-free oxidative heck reaction
Gottumukkala, Aditya L.,Teichert, Johannes F.,Heijnen, Dorus,Eisink, Niek,Van Dijk, Simon,Ferrer, Catalina,Van Den Hoogenband, Adri,Minnaard, Adriaan J.
supporting information; experimental part, p. 3498 - 3501 (2011/06/22)
Pd(OAc)2/3 is an efficient catalyst system for the base-free oxidative Heck reaction that outperforms the currently available catalysts for the more challenging substrates studied. The catalyst system is highly selective, and works at room temperature with dioxygen as the oxidant.
Two methods for the preparation of 2-cyclohexenones from resin-bound 1,3-cyclohexanedione
Fraley, Mark E.,Rubino, Robert S.
, p. 3365 - 3368 (2007/10/03)
The addition of organolithium or Grignard reagents to viny]ogous ester resin 1 followed by mild hydrolysis of product resins 2 provides 3-alkyl-2-cyclohexenones in high purity (>95%). Alternatively, conversion of 1 to vinyl triflate resin 4 followed by palladium-mediated couplings with aryl boronic acids and hydrolysis furnishes 3-ary]-2-cyclohexenones in lower yield, but exceptional purity.
