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4
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For recent work on alkoxyl radicals see: [3a] J. L. Courtneidge, J. Lusztyk, D. Page, Tetrahedron Lett. 1994, 35, 1003-1006.
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[3b] R. L. Dorta, C. G. Francisco, E. Suarez, Tetrahedron Lett. 1994, 35, 2049-2052.
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0001669478
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[3d] M. Foti, K. U. Ingold, J. Lusztyk, J. Am. Chem. Soc. 1994, 116, 9440-9447.
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Foti, M.1
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8
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0342557552
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[3e] P. de Armas, J. I. Concepción, C. G. Francisco, R. Harnández, J. A. Salazar, E. Suárez, J. Chem. Soc., Perkin Trans. 1, 1989, 405-411.
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De Armas, P.1
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9
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37049081999
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[3f] A. Goosen, C. W. McCleland, F. C. Rinaldi, J. Chem. Soc., Perkin Trans. 2, 1993, 279-281.
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12
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0007021704
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[6a] M. S. Schechter, N. Green, F. B. LaForge, J. Am. Chem. Soc. 1949, 71, 3165.
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33749287145
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[6b] M. S. Schechter, N. Green, F. B. LaForge, J. Am. Chem. Soc. 1952, 74, 4902.
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0013444640
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S. Kim, B. S. Lee, J. H. Park, Bull. Korean Chem. Soc. 1993, 14, 654-655.
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Kim, S.1
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19
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33749280160
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The tetrahydrofurans 8 posses pleasant and the tetrahydropyrans 9 intense odors
-
The tetrahydrofurans 8 posses pleasant and the tetrahydropyrans 9 intense odors.
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20
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33749305116
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-
note
-
It was assumed that the reactive hydrogen donor delivered its hydrogen with equivalent rate constant to all intermediate carbon radicals. Therefore, the analyzed product ratios should immediately reflect the stereo- and the regioselectivities of the alkoxyl radicals 2 in ring closure reactions.
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-
-
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21
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37049067934
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unpublished results
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-1 (unpublished results cited in A. L. J. Beckwith, B. P. Hay, G. M. Williams, J. Chem. Soc., Chem. Commun. 1989, 1202-1203)].
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J. Chem. Soc., Chem. Commun.
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Beckwith, A.L.J.1
Hay, B.P.2
Williams, G.M.3
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22
-
-
85085781197
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-
note
-
3SnH is optimal for the synthesis of cyclic ethers 8 and 9. A decrease of the tin hydride concentration below 0.07 M give rise to detectable amounts (GC) of 1-aryl-4-penten-1-one.
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-
-
-
23
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-
33749290024
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-
note
-
3SnH] - 0.02 (R2 = 0.999).
-
-
-
-
24
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-
33749270976
-
-
note
-
1]methyl-5-(2-methyl-phenyl)tetrahydrofuran in 91% yield. According to NMR experiments no detectable amounts of hydrogen were incorporated from competitive hydrogen donors such as the α-hydrogen atoms of the reaction product making the tin deuteride and presumably the tin hydride in the reactions studied in tis work the only significant source of reactive hydrogen atoms.
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-
-
-
25
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85085782185
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-
note
-
[1]. The 5-exo reactions are independent of the geometry of the substituents at the double bond and therefore similar cis-trans ratios of methyltetrahydrofurfurylmethyl radicals were obtained regardless whether the (E)- or the (Z)-alkenoxyl radical was used for ring closure.
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-
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28
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0001475344
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D. V. Avila, K. U. Ingold, A. A. Dinardo, F. Zerbetto, M. Z. Zgierski, J. Lusztyk, J. Am. Chem. Soc. 1995, 117, 2711-2718.
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Avila, D.V.1
Ingold, K.U.2
Dinardo, A.A.3
Zerbetto, F.4
Zgierski, M.Z.5
Lusztyk, J.6
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29
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0000938257
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3SnH in great detail, but could not detect p-(4-pentenyloxy)anisol or p-(cyclopentyloxy)-anisol (GC) which would have been expected products from the proposed isomerization.
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(1995)
J. Phys. Chem.
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-
Banks, J.T.1
Scaiano, J.C.2
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30
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0842341771
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[18]. - The calculations were performed by the AM1 method (M. J. S. Dewar, E. G. Zoebisch, E. F. Healy, J. J. P. Stewart, J. Am. Chem. Soc. 1985, 107, 3902-3909) which is implemented in the HpyerChem® software package. The geometries were optimized by using the UHF approximation and the Fletcher-Reeves algorithm.
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J. Am. Chem. Soc.
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Dewar, M.J.S.1
Zoebisch, E.G.2
Healy, E.F.3
Stewart, J.J.P.4
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31
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0006154340
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[17] (R. E. Elliot, W. G. Richards, J. Chem. Soc., Perkin Trans. 2, 1982, 943-945, and references cited therein). Thus, the interaction between the SOMO and the HOMO of olefins in intermolecular reactions will be more pronounced than the stabilization of the reactants by SOMO-LUMO intactions.
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(1982)
J. Chem. Soc., Perkin Trans. 2
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Elliot, R.E.1
Richards, W.G.2
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32
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0004055425
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Pergamon Press, Oxford
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D. D. Perrin, W. L. F. Armarego, D. R. Perrin, Purification of Laboratory Chemicals, 2nd ed., Pergamon Press, Oxford, 1980.
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Purification of Laboratory Chemicals, 2nd Ed.
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Perrin, D.D.1
Armarego, W.L.F.2
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