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1
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85006873467
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Undergraduate research participants: D. H. M. 1999-present; J. R. L. 2001-2002
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Undergraduate research participants: D. H. M. 1999-present; J. R. L. 2001-2002.
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2
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0004236901
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ACS, Washington D.C.
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M. Hudlicky, Reductions in Organic Chemistry, 2nd Ed., ACS, Washington D.C., 1996, pp 68-72.
-
(1996)
Reductions in Organic Chemistry, 2nd Ed.
, pp. 68-72
-
-
Hudlicky, M.1
-
7
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0017387939
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Cyclization by reductive amination using amines and ammonium salts: [a] R. F. Borch and B. C. Ho, J. Org. Chem., 42, 1225 (1977). [b] T. H. Jones, J. B. Franko, M. S. Blum and H. M. Fales, Tetrahedron Lett., 21, 789 (1980). [c] T. H. Jones, M. S. Blum, H. M. Fales and C. R. Thompson, J. Org. Chem., 45, 4778 (1980). [d] M. Kawaguchi, J. Ohashi, Y. Kawakami, Y. Yamamoto and J. Oda, Synthesis, 701 (1985). [e] A. H. Fray, D. J. Augeri and E. F. Kleinman, J. Org. Chem., 53, 896 (1988). [f] C. Boga, F. Manescalchi and D. Savoia, Tetrahedron, 50, 4709 (1994). [g] T. T. Shawe, C. J. Sheils, S. M. Gray and J. L. Conard, J. Org. Chem., 59, 5841 (1994).
-
(1977)
J. Org. Chem.
, vol.42
, pp. 1225
-
-
Borch, R.F.1
Ho, B.C.2
-
8
-
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0001733280
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Cyclization by reductive amination using amines and ammonium salts: [a] R. F. Borch and B. C. Ho, J. Org. Chem., 42, 1225 (1977). [b] T. H. Jones, J. B. Franko, M. S. Blum and H. M. Fales, Tetrahedron Lett., 21, 789 (1980). [c] T. H. Jones, M. S. Blum, H. M. Fales and C. R. Thompson, J. Org. Chem., 45, 4778 (1980). [d] M. Kawaguchi, J. Ohashi, Y. Kawakami, Y. Yamamoto and J. Oda, Synthesis, 701 (1985). [e] A. H. Fray, D. J. Augeri and E. F. Kleinman, J. Org. Chem., 53, 896 (1988). [f] C. Boga, F. Manescalchi and D. Savoia, Tetrahedron, 50, 4709 (1994). [g] T. T. Shawe, C. J. Sheils, S. M. Gray and J. L. Conard, J. Org. Chem., 59, 5841 (1994).
-
(1980)
Tetrahedron Lett.
, vol.21
, pp. 789
-
-
Jones, T.H.1
Franko, J.B.2
Blum, M.S.3
Fales, H.M.4
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9
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0000882942
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Cyclization by reductive amination using amines and ammonium salts: [a] R. F. Borch and B. C. Ho, J. Org. Chem., 42, 1225 (1977). [b] T. H. Jones, J. B. Franko, M. S. Blum and H. M. Fales, Tetrahedron Lett., 21, 789 (1980). [c] T. H. Jones, M. S. Blum, H. M. Fales and C. R. Thompson, J. Org. Chem., 45, 4778 (1980). [d] M. Kawaguchi, J. Ohashi, Y. Kawakami, Y. Yamamoto and J. Oda, Synthesis, 701 (1985). [e] A. H. Fray, D. J. Augeri and E. F. Kleinman, J. Org. Chem., 53, 896 (1988). [f] C. Boga, F. Manescalchi and D. Savoia, Tetrahedron, 50, 4709 (1994). [g] T. T. Shawe, C. J. Sheils, S. M. Gray and J. L. Conard, J. Org. Chem., 59, 5841 (1994).
-
(1980)
J. Org. Chem.
, vol.45
, pp. 4778
-
-
Jones, T.H.1
Blum, M.S.2
Fales, H.M.3
Thompson, C.R.4
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10
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1942497466
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Cyclization by reductive amination using amines and ammonium salts: [a] R. F. Borch and B. C. Ho, J. Org. Chem., 42, 1225 (1977). [b] T. H. Jones, J. B. Franko, M. S. Blum and H. M. Fales, Tetrahedron Lett., 21, 789 (1980). [c] T. H. Jones, M. S. Blum, H. M. Fales and C. R. Thompson, J. Org. Chem., 45, 4778 (1980). [d] M. Kawaguchi, J. Ohashi, Y. Kawakami, Y. Yamamoto and J. Oda, Synthesis, 701 (1985). [e] A. H. Fray, D. J. Augeri and E. F. Kleinman, J. Org. Chem., 53, 896 (1988). [f] C. Boga, F. Manescalchi and D. Savoia, Tetrahedron, 50, 4709 (1994). [g] T. T. Shawe, C. J. Sheils, S. M. Gray and J. L. Conard, J. Org. Chem., 59, 5841 (1994).
-
(1985)
Synthesis
, pp. 701
-
-
Kawaguchi, M.1
Ohashi, J.2
Kawakami, Y.3
Yamamoto, Y.4
Oda, J.5
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11
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0023831585
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Cyclization by reductive amination using amines and ammonium salts: [a] R. F. Borch and B. C. Ho, J. Org. Chem., 42, 1225 (1977). [b] T. H. Jones, J. B. Franko, M. S. Blum and H. M. Fales, Tetrahedron Lett., 21, 789 (1980). [c] T. H. Jones, M. S. Blum, H. M. Fales and C. R. Thompson, J. Org. Chem., 45, 4778 (1980). [d] M. Kawaguchi, J. Ohashi, Y. Kawakami, Y. Yamamoto and J. Oda, Synthesis, 701 (1985). [e] A. H. Fray, D. J. Augeri and E. F. Kleinman, J. Org. Chem., 53, 896 (1988). [f] C. Boga, F. Manescalchi and D. Savoia, Tetrahedron, 50, 4709 (1994). [g] T. T. Shawe, C. J. Sheils, S. M. Gray and J. L. Conard, J. Org. Chem., 59, 5841 (1994).
-
(1988)
J. Org. Chem.
, vol.53
, pp. 896
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Fray, A.H.1
Augeri, D.J.2
Kleinman, E.F.3
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12
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0028298596
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Cyclization by reductive amination using amines and ammonium salts: [a] R. F. Borch and B. C. Ho, J. Org. Chem., 42, 1225 (1977). [b] T. H. Jones, J. B. Franko, M. S. Blum and H. M. Fales, Tetrahedron Lett., 21, 789 (1980). [c] T. H. Jones, M. S. Blum, H. M. Fales and C. R. Thompson, J. Org. Chem., 45, 4778 (1980). [d] M. Kawaguchi, J. Ohashi, Y. Kawakami, Y. Yamamoto and J. Oda, Synthesis, 701 (1985). [e] A. H. Fray, D. J. Augeri and E. F. Kleinman, J. Org. Chem., 53, 896 (1988). [f] C. Boga, F. Manescalchi and D. Savoia, Tetrahedron, 50, 4709 (1994). [g] T. T. Shawe, C. J. Sheils, S. M. Gray and J. L. Conard, J. Org. Chem., 59, 5841 (1994).
-
(1994)
Tetrahedron
, vol.50
, pp. 4709
-
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Boga, C.1
Manescalchi, F.2
Savoia, D.3
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13
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0028088777
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Cyclization by reductive amination using amines and ammonium salts: [a] R. F. Borch and B. C. Ho, J. Org. Chem., 42, 1225 (1977). [b] T. H. Jones, J. B. Franko, M. S. Blum and H. M. Fales, Tetrahedron Lett., 21, 789 (1980). [c] T. H. Jones, M. S. Blum, H. M. Fales and C. R. Thompson, J. Org. Chem., 45, 4778 (1980). [d] M. Kawaguchi, J. Ohashi, Y. Kawakami, Y. Yamamoto and J. Oda, Synthesis, 701 (1985). [e] A. H. Fray, D. J. Augeri and E. F. Kleinman, J. Org. Chem., 53, 896 (1988). [f] C. Boga, F. Manescalchi and D. Savoia, Tetrahedron, 50, 4709 (1994). [g] T. T. Shawe, C. J. Sheils, S. M. Gray and J. L. Conard, J. Org. Chem., 59, 5841 (1994).
-
(1994)
J. Org. Chem.
, vol.59
, pp. 5841
-
-
Shawe, T.T.1
Sheils, C.J.2
Gray, S.M.3
Conard, J.L.4
-
14
-
-
0003527998
-
-
Wiley-VCH, New York, NY
-
N. Ono, The Nitro Group in Organic Synthesis, Wiley-VCH, New York, NY, 2001, pp 325-363.
-
(2001)
The Nitro Group in Organic Synthesis
, pp. 325-363
-
-
Ono, N.1
-
15
-
-
0035917348
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-
R. A. Bunce, D. M. Herron, L. B. Johnson and S. V. Kotturi, J. Org. Chem., 66, 2822 (2001).
-
(2001)
J. Org. Chem.
, vol.66
, pp. 2822
-
-
Bunce, R.A.1
Herron, D.M.2
Johnson, L.B.3
Kotturi, S.V.4
-
16
-
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0004198491
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Wiley-Interscience, New York, NY
-
For several general reviews on tandem reactions, see [a] T.-L. Ho, Tandem Organic Reactions, Wiley-Interscience, New York, NY, 1992. [b] L. F. Tietze and U. Beifuss, Angew. Chem. Int. Ed. Eng., 32, 131 (1993). [c] R. A. Bunce, Tetrahedron, 51, 13103 (1995).
-
(1992)
Tandem Organic Reactions
-
-
Ho, T.-L.1
-
17
-
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33750173220
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-
For several general reviews on tandem reactions, see [a] T.-L. Ho, Tandem Organic Reactions, Wiley-Interscience, New York, NY, 1992. [b] L. F. Tietze and U. Beifuss, Angew. Chem. Int. Ed. Eng., 32, 131 (1993). [c] R. A. Bunce, Tetrahedron, 51, 13103 (1995).
-
(1993)
Angew. Chem. Int. Ed. Eng.
, vol.32
, pp. 131
-
-
Tietze, L.F.1
Beifuss, U.2
-
18
-
-
0028879573
-
-
For several general reviews on tandem reactions, see [a] T.-L. Ho, Tandem Organic Reactions, Wiley-Interscience, New York, NY, 1992. [b] L. F. Tietze and U. Beifuss, Angew. Chem. Int. Ed. Eng., 32, 131 (1993). [c] R. A. Bunce, Tetrahedron, 51, 13103 (1995).
-
(1995)
Tetrahedron
, vol.51
, pp. 13103
-
-
Bunce, R.A.1
-
21
-
-
0042670967
-
-
Wiley, New York, NY
-
[c] For a preparation of N, N-dimethylhydrazones, see G. R. Newkome and D. L. Fishel, Organic. Syntheses, Coll. Vol. VI, Wiley, New York, NY, 1988, p 12-13.
-
(1988)
Organic. Syntheses, Coll.
, vol.7
, pp. 12-13
-
-
Newkome, G.R.1
Fishel, D.L.2
-
22
-
-
33845375642
-
-
D. Belotti, J. Cossy, J. P. Pete and C. Portella, J. Org. Chem., 51, 4196 (1986).
-
(1986)
J. Org. Chem.
, vol.51
, pp. 4196
-
-
Belotti, D.1
Cossy, J.2
Pete, J.P.3
Portella, C.4
-
24
-
-
0000272922
-
-
T. Hudlicky, B. C. Ranu, S. M. Naqvi and A. Smak, J. Org. Chem., 50, 123 (1985).
-
(1985)
J. Org. Chem.
, vol.50
, pp. 123
-
-
Hudlicky, T.1
Ranu, B.C.2
Naqvi, S.M.3
Smak, A.4
-
25
-
-
0004148246
-
-
Wiley-Interscience, New York, NY
-
M. Freifelder, Practical Catalytic Hydrogenation Techniques and Applications, Wiley-Interscience, New York, NY, 1971, p 39-47.
-
(1971)
Practical Catalytic Hydrogenation Techniques and Applications
, pp. 39-47
-
-
Freifelder, M.1
-
26
-
-
85006874621
-
-
See ref 2, p 12
-
[b] See ref 2, p 12.
-
-
-
-
27
-
-
0003590063
-
-
Wiley-Interscience, New York, NY
-
[c] S. Nishimura, Handbook of Heterogeneous Catalytic Hydrogenation for Organic Synthesis, Wiley-Interscience, New York, NY, 2001, pp 56-57.
-
(2001)
Handbook of Heterogeneous Catalytic Hydrogenation for Organic Synthesis
, pp. 56-57
-
-
Nishimura, S.1
-
28
-
-
0003480898
-
-
Elsevier Science, New York, NY
-
[a] A. E. Derome, Modem NMR Techniques for Chemistry Research, Elsevier Science, New York, NY, 1987, pp 227-230.
-
(1987)
Modem NMR Techniques for Chemistry Research
, pp. 227-230
-
-
Derome, A.E.1
-
29
-
-
0003550821
-
-
Elsevier Science, New York, NY
-
[b] T. D. W. Claridge, High-Resolution NMR Techniques in Organic Chemistry, Elsevier Science, New York, NY, 1999, pp 158, 188 and 197-199.
-
(1999)
High-Resolution NMR Techniques in Organic Chemistry
, pp. 158
-
-
Claridge, T.D.W.1
-
30
-
-
0003716781
-
-
VCH, New York, NY
-
D. Neuhaus, M. P. Williamson, The Nuclear Overhauser Effect in Structural and Conformational Analysis, VCH, New York, NY, 1989, pp 253-306.
-
(1989)
The Nuclear Overhauser Effect in Structural and Conformational Analysis
, pp. 253-306
-
-
Neuhaus, D.1
Williamson, M.P.2
-
31
-
-
0003942864
-
-
Wiley-Interscience, New York, NY
-
E. L. Eliel, S. H. Wilen and L. N. Mander, Stereochemistry of Organic Compounds, Wiley-Interscience, New York, NY, 1994, pp 769-771.
-
(1994)
Stereochemistry of Organic Compounds
, pp. 769-771
-
-
Eliel, E.L.1
Wilen, S.H.2
Mander, L.N.3
-
32
-
-
0003929208
-
-
Academic Press, New York, NY
-
P. N. Rylander, Catalytic Hydrogenation in Organic Synthesis, Academic Press, New York, NY, 1979, pp 100-107.
-
(1979)
Catalytic Hydrogenation in Organic Synthesis
, pp. 100-107
-
-
Rylander, P.N.1
-
33
-
-
85006883507
-
-
See ref. 2, p 152
-
[b] See ref. 2, p 152.
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34
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85006853643
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note
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[c] The exact percentage of each compound varied with reaction time - longer reaction times resulted in more of the fully deoxygenated product.
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35
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85006931288
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note
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[d] Since a large amount of the benzylic alcohol was isolated in these reactions, it was assumed that the deoxygenated product was produced in two stages from the phenyl ketone. A referee, however, pointed out that the fully deoxygenated product could also arise from hydrogenolysis of the benzylic amine in the ring-closed product. A control experiment using 1,2-diphenylpyrrolidine under typical reaction conditions gave some decomposition, but none of the N-(4-phenylbutyl)benzenamine.
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0001673915
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W. S. Emerson and C. A. Uraneck, J. Am. Chem. Soc., 63, 749 (1941). These reactions were run in ethanol-acetic acid using platinum(IV) oxide as the catalyst.
-
(1941)
J. Am. Chem. Soc.
, vol.63
, pp. 749
-
-
Emerson, W.S.1
Uraneck, C.A.2
-
39
-
-
0003412412
-
-
Wiley-Interscience, New York, NY
-
M. B. Smith and J. March, Advanced Organic Chemistry, Reactions, Mechanisms and Structure, 5th Ed., Wiley-Interscience, New York, NY, 2001, p 445.
-
(2001)
Advanced Organic Chemistry, Reactions, Mechanisms and Structure, 5th Ed.
, pp. 445
-
-
Smith, M.B.1
March, J.2
-
40
-
-
0002714675
-
-
W. C. Still, M. Kahn, and A. Mitra, J. Org. Chem., 43, 2923 (1978).
-
(1978)
J. Org. Chem.
, vol.43
, pp. 2923
-
-
Still, W.C.1
Kahn, M.2
Mitra, A.3
-
41
-
-
0001278517
-
-
T. Ohsawa, M. Ihara, K. Fukumoto and T. Kametani, J. Org. Chem., 48, 3644 (1983).
-
(1983)
J. Org. Chem.
, vol.48
, pp. 3644
-
-
Ohsawa, T.1
Ihara, M.2
Fukumoto, K.3
Kametani, T.4
-
42
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84935994717
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Longman, New York, NY
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N-Phenylhydroxylamine was prepared and recrystallized according to the procedure in B. S. Furniss, A. J. Hannaford, P. W. G. Smith and A. R. Tatchell, Vogel's Textbook of Practical Organic Chemistry, 5th Ed., Longman, New York, NY, 1989, p 955.
-
(1989)
Vogel's Textbook of Practical Organic Chemistry, 5th Ed.
, pp. 955
-
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Furniss, B.S.1
Hannaford, A.J.2
Smith, P.W.G.3
Tatchell, A.R.4
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