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2
-
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0000285727
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-
b) P. Schiess, C. Monnier, P. Ringele, E. Sendi, Helv. Chim. Acta 1974, 57, 1676-1691;
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Helv. Chim. Acta
, vol.57
, pp. 1676-1691
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-
Schiess, P.1
Monnier, C.2
Ringele, P.3
Sendi, E.4
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3
-
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70349967434
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Ring-opening does not occur when 3- or 3,5-methylpyridine N-oxide is reacted with Grignard reagents, instead pyridines are formed. See reference [3a].
-
c) Ring-opening does not occur when 3- or 3,5-methylpyridine N-oxide is reacted with Grignard reagents, instead pyridines are formed. See reference [3a].
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-
-
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5
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34147178870
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(a) H. Andersson, F. Almqvist, R. Olsson, Org. Lett. 2007, 9, 1335-1337;
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(2007)
Org. Lett
, vol.9
, pp. 1335-1337
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Andersson, H.1
Almqvist, F.2
Olsson, R.3
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6
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34548230025
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b) H. Andersson, X. Wang, M. Bjoerklund, R. Olsson, F. Almqvist, Tetrahedron Lett. 2007, 48, 6941-6944.
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(2007)
Tetrahedron Lett
, vol.48
, pp. 6941-6944
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Andersson, H.1
Wang, X.2
Bjoerklund, M.3
Olsson, R.4
Almqvist, F.5
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7
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70349950360
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For rewievs, see
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For rewievs, see:
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-
-
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9
-
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0033709712
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-
For other methods concerning piperidine synthesis, see
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b) S. Laschat, T. Dickner, Synthesis 2000, 1781-1813. For other methods concerning piperidine synthesis, see:
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(2000)
Synthesis
, pp. 1781-1813
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Laschat, S.1
Dickner, T.2
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11
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0028059761
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d) D. L. Comins, S. P. Joseph, R. R. Goehring, J. Am. Chem. Soc. 1994, 116, 4719-4728;
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J. Am. Chem. Soc
, vol.116
, pp. 4719-4728
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Comins, D.L.1
Joseph, S.P.2
Goehring, R.R.3
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12
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0035965734
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e) A. B. Charette, M. Grenon, A. Lemire, M. Pourashraf, J. Martel, J. Am. Chem. Soc. 2001, 123, 11829-11830;
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J. Am. Chem. Soc
, vol.123
, pp. 11829-11830
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Charette, A.B.1
Grenon, M.2
Lemire, A.3
Pourashraf, M.4
Martel, J.5
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13
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0345168768
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f) X. Wang, A. M. Kauppi, R. Olsson, F. Almqvist, Eur. J. Org. Chem. 2003, 4586-4592.
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(2003)
Eur. J. Org. Chem
, pp. 4586-4592
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Wang, X.1
Kauppi, A.M.2
Olsson, R.3
Almqvist, F.4
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14
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15444361998
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A. Lemire, D. Beaudoin, M. Grenon, A. B. Charette, J. Org. Chem. 2005, 70, 2368-2371.
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J. Org. Chem
, vol.70
, pp. 2368-2371
-
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Lemire, A.1
Beaudoin, D.2
Grenon, M.3
Charette, A.B.4
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15
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70349943605
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Reaction also performed in 10 mmol scale which gave 2 grams of 4a 72% yield
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Reaction also performed in 10 mmol scale which gave 2 grams of 4a (72% yield).
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16
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0042955627
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A. T. Ondrus, M. F. Pasutto, E. E. Knaus, Can. J. Chem. 1978, 56, 1913-1918.
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(1978)
Can. J. Chem
, vol.56
, pp. 1913-1918
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Ondrus, A.T.1
Pasutto, M.F.2
Knaus, E.E.3
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17
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70349969183
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Nonius KappaCCD diffractometer (MoKα radiation λ, 0.71073 Å; T= 150(2)(1) K, Data collection: COLLECT (Nonius (1999, COLLECT. Nonius BV, Delft, The Netherlands, cell refinement: SCALEPACK (Macromolecular Crystallography, Part A: Z. Otwinowski, W. Minor, Methods in Enzymology, 276 (Eds, C. W. Carter, Jr, R. M. Sweet, Academic Press, New York, 1997, pp. 307, 326, data reduction: DENZO (Macromolecular Crystallography, Part A: Z. Otwinowski, W. Minor, Methods in Enzymology, 276 (Eds, C. W. Carter, Jr, R. M. Sweet, Academic Press, New York, 1997, pp. 307-326) and SCALEPACK; program(s) used to solve structure: SHELXS97 (G. M. Sheldrick, SHELXS97 and SHELXL97, University of Göttingen, Germany, 1997, All non-hydrogen atoms were refined anisotropically and hydrogen atoms by a riding model by full-matrix least-squares on F2. Program(s) used to refi
-
2 (all data) = 0.2154. CCDC715909 (4i) and 715910 (4e) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.
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18
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70349928309
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The diasteremeric ratio (d.r.) values were determined by NMR analysis of the crude reaction mixtures. The relative configuration was determined by the crystal structure of 4 i and 4 e and NMR analysis of the crystals, which proved to be the major isomer. Compounds assigned based upon comparison to 4 i and 4e and reported as major/minor: 4a 83:17,4b 82:12,4c 89:11,4d 89:11, 4e 88:12, 4f 72:28, 4g 78:22, 4h 90:10, 4i 50:50, 4j 60:40, 41 81:19 , 4m 79:21 , 4n 81:19, 4o 81:19.
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The diasteremeric ratio (d.r.) values were determined by NMR analysis of the crude reaction mixtures. The relative configuration was determined by the crystal structure of 4 i and 4 e and NMR analysis of the crystals, which proved to be the major isomer. Compounds assigned based upon comparison to 4 i and 4e and reported as major/minor: 4a 83:17,4b 82:12,4c 89:11,4d 89:11, 4e 88:12, 4f 72:28, 4g 78:22, 4h 90:10, 4i 50:50, 4j 60:40, 41 81:19 , 4m 79:21 , 4n 81:19, 4o 81:19.
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19
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70349959466
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A series of temperature experiments at -78, -40, -20, and 0°C. proved that - 20 °C. was the upper temperature limit. At temperatures above - 20 °C. a substantial amount of dienal oxime was observed.
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A series of temperature experiments at -78, -40, -20, and 0°C. proved that - 20 °C. was the upper temperature limit. At temperatures above - 20 °C. a substantial amount of dienal oxime was observed.
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20
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53549097051
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H. Andersson, M. Gustafsson, R. Olsson, F. Almqvist, Tetrahedron Lett. 2008, 49, 6901-6903.
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(2008)
Tetrahedron Lett
, vol.49
, pp. 6901-6903
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Andersson, H.1
Gustafsson, M.2
Olsson, R.3
Almqvist, F.4
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21
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50549098390
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J. F. Quinn, D. A. Razzano, K. C. Golden, B. T. Gregg, Tetrahedron Lett. 2008, 49, 6137-6140.
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(2008)
Tetrahedron Lett
, vol.49
, pp. 6137-6140
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Quinn, J.F.1
Razzano, D.A.2
Golden, K.C.3
Gregg, B.T.4
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22
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70349928442
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Compounds 3 and 7 were also accessible using Raney Nickel in 93 and 88 % yields, respectively.
-
Compounds 3 and 7 were also accessible using Raney Nickel in 93 and 88 % yields, respectively.
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