Synthesis of Biologically Important Chiral Morpholine Derivatives

@article{Nurnabi2007SynthesisOB,
  title={Synthesis of Biologically Important Chiral Morpholine Derivatives},
  author={Mohammad Nurnabi and M. Ismail},
  journal={Bangladesh Journal of Scientific and Industrial Research},
  year={2007},
  volume={42},
  pages={135-146}
}
Electrophile (Br 2 ) induced cyclization of optically pure N -allyl- ? -aminoalcohols 1a , 1b , 1c and 2a , 2b gave chiral morpholines (2R, 5S)- 3a , 3b , 3c and (2S, 5R)- 4a , 4b respectively. Quenching of the reaction with Na 2 CO 3 after 5 min afforded 60 % conversion with 100 % de , whilst a 2:1 mixture of two diastereomers was obtained upon complete conversion. However, electron donating substituent (OMe) on the para position of the C-2 aryl moiety (substrates 1b and 2b ) accelerates the… Expand

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