Polymer assisted asymmetric reactions. II. Synthesis and application of a crosslinked resin containing (R)-1-(4-vinylphenyl)ethylamine☆
作者： Jean M.J Fréchet , Jan Halgas , D.C Sherrington
DOI: 10.1016/0167-6989(83)90021-1
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摘要: Abstract The preparation of crosslinked resins containing chiral 1-(p-vinylphenyl)ethylamine and its N-acetyl derivative is described. optically active amine resin was used as a probe the effect polymer attachment auxiliary on enantioselectivity an asymmetric alkylation reaction. α-Methylation cyclohexanone imine at 0° affords, after hydrolysis, much higher optical yield (S)-2-methylcyclo-hexanone than can be obtained even low temperature using 1-phenylethylamine auxiliary. increased polymer-assisted reaction likely due to decrease in conformational mobility between various pathways polymer-bound intermediate.
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