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6
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84970582982
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Arbain D., Byrne L.T., Cannon J.R., Patrick V.A., and White A.H. Aust. J. Chem. 43 (1990) 185-190
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Aust. J. Chem.
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-
Arbain, D.1
Byrne, L.T.2
Cannon, J.R.3
Patrick, V.A.4
White, A.H.5
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19
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67650302163
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Harrington, R. M.; Magnus, P. D. Abstracts of Papers, 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006.
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Harrington, R. M.; Magnus, P. D. Abstracts of Papers, 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006.
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21
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0002649613
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Padwa A., and Pearson W.H. (Eds), Wiley-Interscience, New York, NY
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Denmark S.E., and Cottell J. In: Padwa A., and Pearson W.H. (Eds). The Chemistry of Heterocyclic Compounds: Synthetic Applications of 1,3-Dipolar Cycloaddition Chemistry Toward Heterocycles and Natural Products (2002), Wiley-Interscience, New York, NY 83-167
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The Chemistry of Heterocyclic Compounds: Synthetic Applications of 1,3-Dipolar Cycloaddition Chemistry Toward Heterocycles and Natural Products
, pp. 83-167
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Denmark, S.E.1
Cottell, J.2
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22
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67650283802
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Fused mode
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Fused mode:
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-
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28
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0000394927
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Although the nitroalkene cycloaddition is an inverse electron demand process, the electron-withdrawing substituents on the nitroalkene can also effect the Lewis basicity of the nitro group and reduce the equilibrium concentration of the activated complex, see:
-
Although the nitroalkene cycloaddition is an inverse electron demand process, the electron-withdrawing substituents on the nitroalkene can also effect the Lewis basicity of the nitro group and reduce the equilibrium concentration of the activated complex, see:. Denmark S.E., Kesler B.S., and Moon Y.-C. J. Org. Chem. 57 (1992) 4912-4924
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(1992)
J. Org. Chem.
, vol.57
, pp. 4912-4924
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Denmark, S.E.1
Kesler, B.S.2
Moon, Y.-C.3
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31
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67650302161
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For a full account of the development of a first generation model see
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For a full account of the development of a first generation model see:
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37
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0037189268
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Roulland E., Monneret C., Florent J.-C., Bennejean C., Renard P., and Léonce S. J. Org. Chem. 67 (2002) 4399-4406
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(2002)
J. Org. Chem.
, vol.67
, pp. 4399-4406
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Roulland, E.1
Monneret, C.2
Florent, J.-C.3
Bennejean, C.4
Renard, P.5
Léonce, S.6
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43
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67650302162
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note
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The crystallographic coordinates of 28a and 28b have been deposited with the Cambridge Crystallographic Data Centre, deposition nos. CCDC 282324 and 282325, respectively. These data can be obtained free of charge from www.ccdc.cam.ac.uk/conts/retrieving.html (or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; fax: +44 1223 336 033; email: deposit@ccdc.cam.ac.uk).
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44
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67650323987
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note
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13C NMR, COSY, HMBC, HMQC, and mass spectrometric analysis, see the Supplementary data for details.
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-
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45
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28844466070
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For a review of tandem oxidation/olefination sequences see:
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For a review of tandem oxidation/olefination sequences see:. Taylor R.J.K., Reid M., Foot J., and Raw S.A. Acc. Chem. Res. 38 (2008) 851-869
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(2008)
Acc. Chem. Res.
, vol.38
, pp. 851-869
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Taylor, R.J.K.1
Reid, M.2
Foot, J.3
Raw, S.A.4
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46
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67650323986
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note
-
Trityllithium was used to avoid a conjugate acid that retained any Brønsted basicity such as a secondary amine.
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-
-
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47
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67650326924
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note
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Interestingly, even when 1.0 equiv of base and 1.0 equiv of TBSCl were used, a 50:50 mixture of starting material and bis-silylated product was obtained.
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48
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67650305504
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note
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Reaction with 1.0 equiv of iodine provided a complex reaction mixture.
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49
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67650305506
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note
-
Preliminary studies on the cycloaddition of 18 and further elaboration of the cycloadducts were carried out on racemic material through compounds 68a/68b. However, unless otherwise specified, the results described herein are for enantiomerically enriched materials.
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50
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0037138704
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Schaus S.E., Brandes B.D., Larrow J.F., Tokunaga M., Hansen K.B., Gould A.E., Furrow M.E., and Jacobsen E.N. J. Am. Chem. Soc. 124 (2002) 1307-1315
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(2002)
J. Am. Chem. Soc.
, vol.124
, pp. 1307-1315
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-
Schaus, S.E.1
Brandes, B.D.2
Larrow, J.F.3
Tokunaga, M.4
Hansen, K.B.5
Gould, A.E.6
Furrow, M.E.7
Jacobsen, E.N.8
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51
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67650286928
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note
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The crystallographic coordinates of 58a and 58b have been deposited with the Cambridge Crystallographic Data Centre; deposition no. 675071. These data can be obtained free of charge from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; fax: +44 1223 336 033; via the website www.ccdc.cam.ac.uk/conts/retrieving.html or deposit@ccdc.cam.ac.uk.
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53
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67650323985
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note
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The crystallographic coordinates of 67b have been deposited with the Cambridge Crystallographic Data Centre, deposition no. CCDC 632323. These data can be obtained free of charge from www.ccdc.cam.ac.uk/conts/retrieving.html (or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; fax +44 1223 336 033; email: deposit@ccdc.cam.ac.uk).
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-
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54
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67650283800
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note
-
+-Bu), which is similar to the MS analysis of 67a (452.2, 2.9%; 410.2, 100%).
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56
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0001262709
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Couturier M., Tucker J.L., Andresen B.M., Dube P., and Negri J.T. Org. Lett. 3 (2001) 465-467
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(2001)
Org. Lett.
, vol.3
, pp. 465-467
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Couturier, M.1
Tucker, J.L.2
Andresen, B.M.3
Dube, P.4
Negri, J.T.5
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57
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6444232702
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Matthews W.S., Bares J.E., Bartmess J.E., Bordwell F.G., Conforth F.J., Drucker G.E., Margolin Z., McCallum R.J., McCollum G.J., and Vanier N.R. J. Am. Chem. Soc. 97 (1975) 7006-7014
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(1975)
J. Am. Chem. Soc.
, vol.97
, pp. 7006-7014
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Matthews, W.S.1
Bares, J.E.2
Bartmess, J.E.3
Bordwell, F.G.4
Conforth, F.J.5
Drucker, G.E.6
Margolin, Z.7
McCallum, R.J.8
McCollum, G.J.9
Vanier, N.R.10
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67
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67650333174
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-
note
-
Raney nickel from Grace Davidson, grade 6800 was used for these hydrogenations.
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69
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67650308561
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note
-
3: 175.9, 174.3, 167.6, 86.8, 77.8, 76.1, 65.3, 62.0. IR (NaCl): 1734, 1764.
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