89756-87-6Relevant academic research and scientific papers
Asymmetric Reductive Amination of Cycloalkanones, VII: Asymmetric Synthesis of cis-1R,2R- and cis-1S,2S,-2-Arylcyclohexanamines
Nachtsheim, Corina M.,Frahm, August W.
, p. 187 - 197 (2007/10/02)
The asymmetric synthesis of cis-2-arylcyclohexanamines 4 by a three-step procedure is reported: condensation of racemic 2-arylcyclohexanones 1 with the chiral auxiliary R-(+)- or S-(-)-1-phenylethylamine, respectively, leads to a mixture of the imin isomers 2.Upon hydrogenation with Raney-Nickel just one secondary amin of type 3 is obtained, which is hydrogenolyzed to the optically active primary cis-2-arylcyclohexanamines 4.The relative configuration as well as the conformation were derived from 1H-NMR data.The absolute configuration of the highly enantiomericallypure compounds 4 was determined by CD spectra.
PREPARATION AND REACTIVITY OF λ6-VERATROLEMANGANESE TRICARBONYL TETRAFLUOROBORATE
Pearson, A. J.,Richards, I. C.
, p. C41 - C44 (2007/10/02)
Reaction of pentacarbonylmanganese tetrafluoroborate with veratrole (1,2-dimethoxybenzene) affords η6-veratrolemanganese tricarbonyl tetrafluoroborate in 66percent yield.This complex does not react satisfactorily with alkyllithium compounds, but it does undergo highly regioselective reaction with the lithium enolate of cyclohexanone, ortho to the MeO substituent.The product was converted to 2-(2,3-dimethoxyphenyl)cyclohexanone, thereby giving a novel and unique method for regioselective functionalization of veratrole.Similarly, anisolemanganese tricarbonyl tetrafluoroborate, and 4-bromoveratrolemanganese tricarbonyl tetrafluoroborate were prepared and their reactivity toward the enolate nucleophile was examined.
