1200403-92-4Relevant academic research and scientific papers
Synthesis of N,N′-Dialkylated Cyclohexane-1,2-diamines and Their Application as Asymmetric Ligands and Organocatalysts for the Synthesis of Alcohols
Tsygankov, Alexey A.,Chun, Man-Seog,Samoylova, Alexandra D.,Kwon, Seongyeon,Kreschenova, Yuliya M.,Kim, Suhyeon,Shin, Euijin,Oh, Jinho,Strelkova, Tatyana V.,Kolesov, Valerii S.,Zubkov, Fedor I.,Semenov, Sergei E.,Fedyanin, Ivan V.,Chusov, Denis
supporting information, p. 615 - 619 (2017/03/11)
A series of N,N′-dialkylated derivatives of (1R,2R)-cyclohexane-1,2-diamine were synthesized, and a new approach to the one-pot preparation of this type of amine was demonstrated. The prepared diamines were used as organocatalysts for the two-step synthesis of α-hydroxy γ-keto esters from arenes, chlorooxoacetates, and ketones; they were also used as chiral ligands for Meervein-Ponndorf-Verley reductions and Henry reactions.
When is an imine not an imine? Unusual reactivity of a series of Cu(ii) imine-pyridine complexes and their exploitation for the Henry reaction
Cooper, Christine J.,Jones, Matthew D.,Brayshaw, Simon K.,Sonnex, Benjamin,Russell, Mark L.,Mahon, Mary F.,Allan, David R.
, p. 3677 - 3682 (2011/07/30)
In this paper we report the synthesis and solid-state structures for a series of pyridine based Cu(ii) complexes and preliminary data for the asymmetric Henry reaction. Interestingly, the solid-state structures indicate the incorporation of an alcohol into one of the imine groups of the ligand, forming a rare α-amino ether group. The complexes have been studied via single crystal X-ray diffraction, EPR spectroscopy and mass spectrometry. Intriguingly, it has been observed that the alcohol only adds to one of the imine moieties. Density functional theory (DFT) calculations have also been employed to rationalise the observed structures. The Cu(ii) complexes have been tested in the asymmetric Henry reaction (benzaldehyde + nitromethane or nitroethane) with ee's up to 84% being achieved as well as high conversions and modest diastereoselectivities. The Royal Society of Chemistry 2011.
Versatile supramolecular copper(II) Complexes for Henry and Aza-Henry reactions
Zhang, Guoqi,Yashima, Eiji,Woggon, Wolf-D.
supporting information; experimental part, p. 1255 - 1262 (2009/12/22)
Chiral supramolecular metal-organic frameworks assembled from copper complexes catalyse Henry and aza-Henry reactions of aromatic and aliphatic aldehydes and N-protected aromatic imines in high yield and good to excellent enantioselectivity. Reactions can
