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标题:Enantiopure 2-piperidylacetaldehyde as a useful building block in the diversity-oriented synthesis of polycyclic piperidine derivatives
时间:2019-03-15 10:54:07
DOI:10.1016/j.tetasy.2011.01.008
作者:Elena Borsini;Gianluigi Broggini;Francesco Colombo;Maisaa Khansaa;Andrea Fasana
出版源: 《Tetrahedron Asymmetry》 ,2011 ,22 (3) :264-269
摘要:Enantiopure 2-piperidylacetaldehyde as a useful building block in the diversity-oriented synthesis of polycyclic piperidine derivativesCOPNA resinAcid catalystsProtonic acidsSulfonationSulfonated polymersNovel, simple, and convenient strategies for diversely functionalized piperidine derivatives have been developed by using different metal catalyzed reactions starting from enantiopure ()- and...
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目录:
  • Enantiopure 2-piperidylacetaldehyde as a useful building block in the diversity-oriented synthesis of polycyclic piperidine derivatives
    • Introduction
    • Results and discussion
      • A synthetic sequence based on intramolecular Heck reactions
      • Synthetic sequence based on intramolecular Pd(II)-catalyzed chloroamination
      • Synthetic sequence based on the RCM reaction
    • Conclusion
    • Experimental section
      • General
      • Preparation of (R)-2-allyl-1-(2-iodobenzyl)-piperidine (R)-3
        • (S)-2-Allyl-1-(2-iodobenzyl)-piperidine (S)-3
      • Preparation of (R)-11-methylene-1,2,3,4,6,11,12,12a-octahydropyrido[1,2-b][2]benzazepine (R)-4
        • (S)-11-Methylene-1,2,3,4,6,11,12,12a-octahydro pyrido[1,2-b][2]benzazepine (S)-4
      • Cycloaddition reaction of 4 with 3,5-dichloro-2,4,6-trimethylbenzonitriloxide 5
        • (11S,12aR)-3'-(3,5-Dichloro-2,4,6-trimethylpheny
          • (11R,12aS)-3'-(3,5-Dichloro-2,4,6-trimethylpheny
        • (11R,12aR)-3'-(3,5-Dichloro-2,4,6-trimethylpheny
          • (11S,12aS)-3'-(3,5-Dichloro-2,4,6-trimethylpheny
      • Preparation of (R)-2-allyl-N-(4-nitrophenyl)piperidine-1-carboxamide (R)-8
        • (S)-2-Allyl-N-(4-nitrophenyl)piperidine-1-carboxamide (S)-8
      • Preparation of (3S,4aR)-3-(chloromethyl)-2-(4-nitrophenyl)octahydro-1H-pyrido[1,2-c]pyrimidin-1-one (3S,4aR)-9
        • (3R,4aS)-3-(Chloromethyl)-2-(4-nitrophenyl)octahydro-1H-pyrido[1,2-c]pyrimidin-1-one (3R,4aS)-9
      • Preparation of (R)-2-allyl-1-propenoylpiperidine (R)-10
        • (S)-2-Allyl-1-propenoylpiperidine (S)-10
      • Preparation of (R)-1,6,7,8,9,9a-hexahydroquinolizin-4-one (R)-12
        • (S)-1,6,7,8,9,9a-Hexahydroquinolizin-4-one (S)-12
      • Preparation of (3aR,9aR,10aR)-3-(3,5-dichloro-2,4,6-trimethylphenyl)-3a,6,7,8,9,9a,10,10a-octahydroisoxazolo[5,4-b]quinolizin-4-one (3aR,9aR,10aR)-13
        • (3aS,9aS,10aS)-3-(3,5-Dichloro-2,4,6-trimethylphenyl)-3a,6,7,8,9,9a,10,10a-octahydroisoxazolo[5,4-b]quinolizin-4-one (3aS,9aS,10aS)-13
    • Acknowledgments
    • References and notes

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