A new route to trans-2,6-disubstituted piperidine-related alkaloids using a novel C2-symmetric 2,6-diallylpiperidine carboxylic acid methyl ester.

@article{Takahata2006ANR,
  title={A new route to trans-2,6-disubstituted piperidine-related alkaloids using a novel C2-symmetric 2,6-diallylpiperidine carboxylic acid methyl ester.},
  author={H. Takahata and Yukako Saito and Motohiro Ichinose},
  journal={Organic & biomolecular chemistry},
  year={2006},
  volume={4 8},
  pages={
          1587-95
        }
}
  • H. Takahata, Yukako Saito, Motohiro Ichinose
  • Published 2006
  • Chemistry, Medicine
  • Organic & biomolecular chemistry
  • A novel C2-symmetric 2,6-diallylpiperidine carboxylic acid methyl ester 1 was prepared by the double asymmetric allylboration of glutaldehyde followed by an aminocyclization and carbamation. On the basis of desymmetrization of 1 using iodocarbamation, one allyl group of 1 was protected and monofunctionalizations of the resulting oxazolidinone 11 were performed. The reaction of the N-methoxycarbonyl piperidine 25 employing decarbamation reagent (n-PrSLi or TMSI) as a key step gave oxazolidinone… CONTINUE READING
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