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1
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0347611958
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Participant in Pharmacia Corporation's Summer Intern Program
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Participant in Pharmacia Corporation's Summer Intern Program.
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2
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0001478989
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Hardman, J. G., Limbird, L. E., Eds.; McGraw-Hill: New York
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Baldessarini, R. J. In Goodman and Gilman's the Pharmacological Basis of Therapeutics, 10th ed., Hardman, J. G., Limbird, L. E., Eds.; McGraw-Hill: New York, 2001; pp 447-83.
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Baldessarini, R.J.1
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0348241851
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(Meiji Seika Kaisha, Ltd., Japan) European Patent Application 878475, 1998
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Katano, K.; Satoh, T.; Soneda, T.; Kamitoh, N.; Fujishima, K.; Hachisu, M. (Meiji Seika Kaisha, Ltd., Japan) European Patent Application 878475, 1998.
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Katano, K.1
Satoh, T.2
Soneda, T.3
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0347611957
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(Novo Nordisk A/S, Den.). PCT International Application 0032193
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Hansen, A. J.; Jorgensen, T. K.; Olsen, U. B. (Novo Nordisk A/S, Den.). PCT International Application 0032193, 2000.
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Hansen, A.J.1
Jorgensen, T.K.2
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0348241850
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European Patent Application 404359, 1990
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Alker, D.; Bass, R. J.; Cross, P. E. European Patent Application 404359, 1990.
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Alker, D.1
Bass, R.J.2
Cross, P.E.3
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(a) Yale, H. L.; Beer, B.; Pluscec, J.; Spitzmiller, E. R. J. Med. Chem. 1970, 13, 713-22.
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Spitzmiller, E.R.4
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0018345267
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(b) Melloni, P.; Della, T.; Arturo, M.; Ambrosini, A.; Rossi, A. C. J. Med. Chem. 1979, 22, 183-91.
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Rossi, A.C.5
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10
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0001038733
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For reviews of palladium-catalyzed aminations see: (a) Wolfe, J. P.; Wagaw, S.; Marcoux, J.-F.; Buchwald, S. L. Acc. Chem. Res. 1998, 31, 805-18. (b) Hartwig, J. F. Angew. Chem., Int. Ed. 1998, 37, 204-667. (c) Yang, B. H.; Buchwald, S. L. J. Organomet. Chem. 1999, 576, 125-146. (d) Muci, A. R.; Buchwald, S. L. Practical Palladium Catalysts for C-N and C-O Bond Formation. In Cross-Coupling Reaction: A Practical Guide; Miyaura, N., Ed.; Topics in Current Chemistry Ser. 219; Springer-Verlag: New York, NY, 2002; pp 131-209.
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Acc. Chem. Res.
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Wolfe, J.P.1
Wagaw, S.2
Marcoux, J.-F.3
Buchwald, S.L.4
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11
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0347611955
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For reviews of palladium-catalyzed aminations see: (a) Wolfe, J. P.; Wagaw, S.; Marcoux, J.-F.; Buchwald, S. L. Acc. Chem. Res. 1998, 31, 805-18. (b) Hartwig, J. F. Angew. Chem., Int. Ed. 1998, 37, 204-667. (c) Yang, B. H.; Buchwald, S. L. J. Organomet. Chem. 1999, 576, 125-146. (d) Muci, A. R.; Buchwald, S. L. Practical Palladium Catalysts for C-N and C-O Bond Formation. In Cross-Coupling Reaction: A Practical Guide; Miyaura, N., Ed.; Topics in Current Chemistry Ser. 219; Springer-Verlag: New York, NY, 2002; pp 131-209.
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(1998)
Angew. Chem., Int. Ed.
, vol.37
, pp. 204-667
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Hartwig, J.F.1
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12
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0008165462
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For reviews of palladium-catalyzed aminations see: (a) Wolfe, J. P.; Wagaw, S.; Marcoux, J.-F.; Buchwald, S. L. Acc. Chem. Res. 1998, 31, 805-18. (b) Hartwig, J. F. Angew. Chem., Int. Ed. 1998, 37, 204-667. (c) Yang, B. H.; Buchwald, S. L. J. Organomet. Chem. 1999, 576, 125-146. (d) Muci, A. R.; Buchwald, S. L. Practical Palladium Catalysts for C-N and C-O Bond Formation. In Cross-Coupling Reaction: A Practical Guide; Miyaura, N., Ed.; Topics in Current Chemistry Ser. 219; Springer-Verlag: New York, NY, 2002; pp 131-209.
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(1999)
J. Organomet. Chem.
, vol.576
, pp. 125-146
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Yang, B.H.1
Buchwald, S.L.2
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13
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0000157513
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Practical palladium catalysts for C-N and C-O bond formation
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Miyaura, N., Ed.; Topics in Current Chemistry Ser. 219; Springer-Verlag: New York, NY
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For reviews of palladium-catalyzed aminations see: (a) Wolfe, J. P.; Wagaw, S.; Marcoux, J.-F.; Buchwald, S. L. Acc. Chem. Res. 1998, 31, 805-18. (b) Hartwig, J. F. Angew. Chem., Int. Ed. 1998, 37, 204-667. (c) Yang, B. H.; Buchwald, S. L. J. Organomet. Chem. 1999, 576, 125-146. (d) Muci, A. R.; Buchwald, S. L. Practical Palladium Catalysts for C-N and C-O Bond Formation. In Cross-Coupling Reaction: A Practical Guide; Miyaura, N., Ed.; Topics in Current Chemistry Ser. 219; Springer-Verlag: New York, NY, 2002; pp 131-209.
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(2002)
Cross-Coupling Reaction: A Practical Guide
, pp. 131-209
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Muci, A.R.1
Buchwald, S.L.2
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14
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0029874188
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Wolfe, J. P.; Rennels, R. A.; Buchwald, S. L. Tetrahedron 1996, 52, 7525-46.
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(1996)
Tetrahedron
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Wolfe, J.P.1
Rennels, R.A.2
Buchwald, S.L.3
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15
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0035938374
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Although there are examples in the literature where a sulfur or oxygen atom α to the site of insertion is a successful transformation, in our substrate these attempts provided only decomposition products and no tricyclic product. Link, J. T.; Sorensen, B.; Liu, G.; Pei, Z.; Reilly, E. B.; Leitza, S.; Okasinki, G. Bioorg. Med. Chem. Lett. 2001, 11, 973-6.
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Bioorg. Med. Chem. Lett.
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Link, J.T.1
Sorensen, B.2
Liu, G.3
Pei, Z.4
Reilly, E.B.5
Leitza, S.6
Okasinki, G.7
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16
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0032510005
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(a) Nishiyama, M.; Yamamoto, T.; Koie, Y. Tetrahedron Lett. 1998, 39, 617-20.
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Tetrahedron Lett.
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Nishiyama, M.1
Yamamoto, T.2
Koie, Y.3
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17
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0033597748
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(b) Hartwig, J. F.; Kawatsura, M.; Hauck, S. I.; Shaughnessy, K. H.; Alcazar-Roman, L. M. J. Org. Chem. 1999, 64, 5575-80.
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Hartwig, J.F.1
Kawatsura, M.2
Hauck, S.I.3
Shaughnessy, K.H.4
Alcazar-Roman, L.M.5
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18
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0348241849
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note
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The yield for the transformation of 7h to 4h by the 3-step method of Yale (see ref 6c) was 54%.
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20
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0346351138
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note
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The phosphine sources included di-tert-butylphosphinobiphenyl, BINAP, P(t-Bu)3, and dicyclohexylphosphinobiphenyl.
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21
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0346981021
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note
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For an expanded version of Table 1 with details of the optimization, see the Supporting Information.
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23
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0029743317
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(b) Wolfe, J. P.; Wagaw, S.; Buchwald, S. L. J. Am. Chem. Soc. 1996, 118, 7215-16.
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(1996)
J. Am. Chem. Soc.
, vol.118
, pp. 7215-7216
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Wolfe, J.P.1
Wagaw, S.2
Buchwald, S.L.3
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25
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0033549829
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(a) Wolfe, J. P.; Buchwald, S. L. Angew. Chem., Int. Ed. 1999, 38, 2413-16.
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(1999)
Angew. Chem., Int. Ed.
, vol.38
, pp. 2413-2416
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Wolfe, J.P.1
Buchwald, S.L.2
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0034712156
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(b) Wolfe, J. P.; Hiroshi, T.; Sadighi, J. P.; Yin, J.; Buchwald, S. L. J. Org. Chem. 2000, 65, 1158-74.
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J. Org. Chem.
, vol.65
, pp. 1158-1174
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Wolfe, J.P.1
Hiroshi, T.2
Sadighi, J.P.3
Yin, J.4
Buchwald, S.L.5
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27
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84952084519
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Wiley & Sons, New York, Collect
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Bogert, M. T.; Stull, A. Organic Syntheses; Wiley & Sons: New York, 1941; Collect. Vol. I, pp 220-1.
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(1941)
Organic Syntheses
, vol.1
, pp. 220-221
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Bogert, M.T.1
Stull, A.2
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28
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0346351137
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note
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The yield for the transformation of 7c to 4c by the 3-step method of Yale (see the tables for yields in ref 6a) was 40%.
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29
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0347611956
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note
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For general experimental considerations see the Supporting Information.
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