Efficient routes to chiral 2-substituted and 2,6-disubstituted piperidines

被引:76
作者
Katritzky, AR [1 ]
Qiu, GF
Yang, BZ
Steel, PJ
机构
[1] Univ Florida, Dept Chem, Ctr Heterocycl Cpds, Gainesville, FL 32611 USA
[2] Univ Canterbury, Dept Chem, Christchurch 1, New Zealand
关键词
D O I
10.1021/jo980719d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The syntheses of chiral 2-substituted and 2,6-disubstituted piperidines, and piperidin-2-ylphosphonates, via benzotriazole methodology are described.
引用
收藏
页码:6699 / 6703
页数:5
相关论文
共 21 条
  • [1] CONVERSION OF N-ACYL-2,3-DIHYDRO-4-PYRIDONES TO 4-CHLORO-1,2-DIHYDROPYRIDINES USING THE VILSMEIER REAGENT - SYNTHESIS OF (-)-CONIINE AND (PLUS-OR-MINUS)-LUPININE
    ALAWAR, RS
    JOSEPH, SP
    COMINS, DL
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (27) : 7732 - 7739
  • [2] A concise procedure for the preparation of enantiopure 3-alkylpiperidines
    Amat, M
    Llor, N
    Hidalgo, J
    Bosch, J
    [J]. TETRAHEDRON-ASYMMETRY, 1997, 8 (13) : 2237 - 2240
  • [3] AN EFFICIENT SYNTHESIS OF THE BENZHYDRYLPIPERAZINE DELTA-OPIOID AGONIST (+)-BW373U86
    BISHOP, MJ
    MCNUTT, RW
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1995, 5 (12) : 1311 - 1314
  • [4] An enantioselective route to trans-2,6-disubstituted piperidines
    Chackalamannil, S
    Wang, YG
    [J]. TETRAHEDRON, 1997, 53 (32) : 11203 - 11210
  • [5] AN EFFICIENT ASYMMETRIC-SYNTHESIS OF 1-ACYL-2-ALKYL-1,2-DIHYDROPYRIDINES
    COMINS, DL
    HONG, H
    SALVADOR, JM
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (26) : 7197 - 7199
  • [6] ENANTIOPURE N-ACYLDIHYDROPYRIDONES AS SYNTHETIC INTERMEDIATES - AN ASYMMETRIC-SYNTHESIS OF SOLENOPSIN-A
    COMINS, DL
    BENJELLOUN, NR
    [J]. TETRAHEDRON LETTERS, 1994, 35 (06) : 829 - 832
  • [7] Asymmetric synthesis of (+) and (-) trans-2,6-dimethylpiperidines
    Freville, S
    Bonin, M
    Celerier, JP
    Husson, HP
    Lhommet, G
    Quirion, JC
    Thuy, VM
    [J]. TETRAHEDRON, 1997, 53 (25) : 8447 - 8456
  • [8] ASYMMETRIC-SYNTHESIS .6. PRACTICAL SYNTHESIS OF (+)-SOLENOPSIN-A
    GRIERSON, DS
    ROYER, J
    GUERRIER, L
    HUSSON, HP
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (23) : 4475 - 4477
  • [9] CHIRAL 1,4-DIHYDROPYRIDINE EQUIVALENTS - A NEW APPROACH TO THE ASYMMETRIC-SYNTHESIS OF ALKALOIDS - THE ENANTIOSPECIFIC SYNTHESIS OF (+)-CONIINE AND (-)-CONIINE AND DIHYDROPINIDINE
    GUERRIER, L
    ROYER, J
    GRIERSON, DS
    HUSSON, HP
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (26) : 7754 - 7755
  • [10] HAMANA M, 1997, HETEROCYCLES, V45, P1861