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1
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0002958913
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1. Bamford, W.R.; Stevens, T.S. J. Chem. Soc. C 1952, 4735-4740. For reviews of the Bamford-Stevens reaction see: (a) Kirmse, W. Carbene Chemistry, 2nd ed.; Academic: New York, 1971.
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(1952)
J. Chem. Soc. C
, pp. 4735-4740
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Bamford, W.R.1
Stevens, T.S.2
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2
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0004050551
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Academic: New York
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1. Bamford, W.R.; Stevens, T.S. J. Chem. Soc. C 1952, 4735-4740. For reviews of the Bamford-Stevens reaction see: (a) Kirmse, W. Carbene Chemistry, 2nd ed.; Academic: New York, 1971.
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(1971)
Carbene Chemistry, 2nd Ed.
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Kirmse, W.1
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6
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0002216732
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3. For a discussion and leading references see: Nickon, A. Acc. Chem. Res. 1993, 26, 84-89.
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(1993)
Acc. Chem. Res.
, vol.26
, pp. 84-89
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Nickon, A.1
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8
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0001062264
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5. Theoretical calculations suggest that at the transition state, even though the migrating H has not moved far along the reaction coordinate ("early" transition state), the nonmigrating groups are positioned similarly as in the alkene product (a) Evanseck, J.D.; Houk, K.N. J. Am. Chem. Soc. 1990, 112, 9148-9156.
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(1990)
J. Am. Chem. Soc.
, vol.112
, pp. 9148-9156
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Evanseck, J.D.1
Houk, K.N.2
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10
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0030818024
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(c) Sulzbach, H.M.; Platz, M.S.; Schaefer, H.F.; Hadad, C.M. J. Am. Chem. Soc. 1997, 119, 5682-5689.
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(1997)
J. Am. Chem. Soc.
, vol.119
, pp. 5682-5689
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Sulzbach, H.M.1
Platz, M.S.2
Schaefer, H.F.3
Hadad, C.M.4
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12
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85038554360
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Published product ratio data upon which all migration ratios are based do not warrant use of three significant figures, especially when one product component is formed in small proportion relative to another component (see for e.g., Table 1 in reference 3). However, we retain three figures for discussion so readers can readily connect them to numbers that have appeared in several earlier publications. Any final conclusions should take into account the quantitative limitations of the data
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(b) Published product ratio data upon which all migration ratios are based do not warrant use of three significant figures, especially when one product component is formed in small proportion relative to another component (see for e.g., Table 1 in reference 3). However, we retain three figures for discussion so readers can readily connect them to numbers that have appeared in several earlier publications. Any final conclusions should take into account the quantitative limitations of the data.
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13
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0027399772
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7. (a) Nickon, A.; Stern, A.G.; Ilao, M.C. Tetrahedron Lett. 1993, 34, 1391-1394.
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(1993)
Tetrahedron Lett.
, vol.34
, pp. 1391-1394
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Nickon, A.1
Stern, A.G.2
Ilao, M.C.3
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14
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0027197861
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(b) Stern, A.G.; Ilao, M.C.; Nickon, A. Tetrahedron 1993, 49, 8107-8118. The reported photochemical value (1.17 at 25 °C) becomes 1.40 after adjustment for isotope effects as described in ref. 6a, footnote 32.
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(1993)
Tetrahedron
, vol.49
, pp. 8107-8118
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Stern, A.G.1
Ilao, M.C.2
Nickon, A.3
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16
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85038544631
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Note that in the transition state for shift of the 3° H in each epimer of 2, the bystander OMe must necessarily be anti to the ring methylene at C-6
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9. Note that in the transition state for shift of the 3° H in each epimer of 2, the bystander OMe must necessarily be anti to the ring methylene at C-6.
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17
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0010317912
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10. Fieser, L.F.; Herz, J.E.; Klohs, M.W.; Romero, M.A.; Utne, T. J. Am. Chem. Soc. 1952, 74, 3309-3313.
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(1952)
J. Am. Chem. Soc.
, vol.74
, pp. 3309-3313
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Fieser, L.F.1
Herz, J.E.2
Klohs, M.W.3
Romero, M.A.4
Utne, T.5
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18
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0001118982
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eq see: Nickon, A.; Castle, M.A.; Harada, R.; Berkoff, C.E.; Williams, R.O. J. Am. Chem. Soc. 1963, 85, 2185-2186.
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(1963)
J. Am. Chem. Soc.
, vol.85
, pp. 2185-2186
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Nickon, A.1
Castle, M.A.2
Harada, R.3
Berkoff, C.E.4
Williams, R.O.5
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19
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0002289447
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and references cited there
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12. Unlike B-S reactions, in which it is important to use just one equivalent of strong base (e.g. RLi), Shapiro reactions utilize excess base and involve different intermediates. Chamberlin, R.A.; Bloom, S.H. Org. Reactins 1990, 39, 1-83 and references cited there.
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(1990)
Org. Reactins
, vol.39
, pp. 1-83
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Chamberlin, R.A.1
Bloom, S.H.2
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24
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85038552359
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Personal communication
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16. Shechter, H. Personal communication. See: Gould, K.A. Ph.D. Thesis, The Ohio State University, 1975; Diss. Absir. Int. 1975, 36, 2806-B.
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Shechter, H.1
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25
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85038548326
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Ph.D. Thesis, The Ohio State University
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16. Shechter, H. Personal communication. See: Gould, K.A. Ph.D. Thesis, The Ohio State University, 1975; Diss. Absir. Int. 1975, 36, 2806-B.
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(1975)
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Gould, K.A.1
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26
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85038550207
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16. Shechter, H. Personal communication. See: Gould, K.A. Ph.D. Thesis, The Ohio State University, 1975; Diss. Absir. Int. 1975, 36, 2806-B.
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(1975)
Diss. Absir. Int.
, vol.36
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27
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0002216993
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17. (a) Platz, M.S.; Modarelli, D.A.; Morgan, S.; White, W.R.; Mullins, M.; Celebi, S.; Toscano, J.P. Prog. Reac. Kin. 1994, 19, 93-137.
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(1994)
Prog. Reac. Kin.
, vol.19
, pp. 93-137
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Platz, M.S.1
Modarelli, D.A.2
Morgan, S.3
White, W.R.4
Mullins, M.5
Celebi, S.6
Toscano, J.P.7
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29
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0002312550
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Brinker, U.H., Ed.; JAI Press, Greenwich, CT
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(c) Jackson, J.E.; Platz, M.S. in Advances in Carbene Chemistry, Brinker, U.H., Ed.; JAI Press, Greenwich, CT, Vol 1, 1994, pp 89-160.
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Advances in Carbene Chemistry
, vol.1
, pp. 89-160
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Jackson, J.E.1
Platz, M.S.2
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(d) Modarelli, D.A.; Morgan, S.; Platz, M.S. J. Am. Chem. Soc. 1992, 114, 7034-7041.
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Modarelli, D.A.1
Morgan, S.2
Platz, M.S.3
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0026756948
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(e) Fox, J.M.; Scacheri, J.E.G.; Jones, K.G.L.; Jones, M., Jr. Tetrahedron Lett. 1992, 33, 5021-5024.
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Tetrahedron Lett.
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, pp. 5021-5024
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Fox, J.M.1
Scacheri, J.E.G.2
Jones, K.G.L.3
Jones M., Jr.4
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38
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(e) Eliel, E.L.; Hartmann, A.A.; Abatjoglon, A.G. J. Am. Chem. Soc. 1974, 96, 1807-1816.
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Eliel, E.L.1
Hartmann, A.A.2
Abatjoglon, A.G.3
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20. Still, W.C.; Kahn, M.; Mitra, A. J. Org. Chem. 1978, 43, 2923-2925.
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22. McKillop, A.; Fiaud, J.C.; Huag, R.P. Tetrahedron 1974, 30, 1379-1382.
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McKillop, A.1
Fiaud, J.C.2
Huag, R.P.3
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37049097920
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25. Grieco, P.A.; Yokoyama, Y.; Gilman, S.; Ohfune, Y. J. Chem. Soc. Chem. Commun. 1977, 870-871.
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Grieco, P.A.1
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Gilman, S.3
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85038540375
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Ph.D. Dissertation, Johns Hopkins University
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27. For additional details see Kim, K. Ph.D. Dissertation, Johns Hopkins University, 1986.
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(1986)
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Kim, K.1
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49
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85038542615
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Carbon analysis on this sample was ca. 4% low and after one sublimation was ca. 1% low, presumably from tenacious residual solvent(s) of recrystallization. Possible contamination by enol ether 7 (or its hemiacetal precursor) or by epimer 8a would not account for low carbon analyses
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28. Carbon analysis on this sample was ca. 4% low and after one sublimation was ca. 1% low, presumably from tenacious residual solvent(s) of recrystallization. Possible contamination by enol ether 7 (or its hemiacetal precursor) or by epimer 8a would not account for low carbon analyses.
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