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see also ref 3g
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(d) Sun, P.; Sun, C.; Weinreb, S. M. J. Org. Chem. 2002, 67, 4337; see also ref. 3g.
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Sun, P.1
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16
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18744369167
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in press See also
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We previously reported that radical-induced 7-endo-trig/5-endo-trig radical cascade gave a cephalotaxine skeleton. See: (a) Taniguchi, T.; Ishita, A.; Uchiyama, M.; Tamura, O.; Muraoka, O.; Tanabe, G.; Ishibashi, H. J. Org. Chem. 2005, in press. See also:
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Taniguchi, T.1
Ishita, A.2
Uchiyama, M.3
Tamura, O.4
Muraoka, O.5
Tanabe, G.6
Ishibashi, H.7
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0037074117
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(c) Ishibashi, H.; Ishita, A.; Tamura, O. Tetrahedron Lett. 2002, 43, 473.
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Ishibashi, H.1
Ishita, A.2
Tamura, O.3
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23
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18744375019
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note
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13C NMR spectrum, which showed the presence of a quaternary carbon atom (δ = 66.3 ppm).
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24
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4043118938
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Reviews on the synthesis of five- and six-membered heterocyclic compounds using radical cyclizalion: (a) Majumdar, K. C.; Mukhopadhyay, P. P.; Basu, P. K. Heterocycles 2004, 63, 1903.
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Heterocycles
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Majumdar, K.C.1
Mukhopadhyay, P.P.2
Basu, P.K.3
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25
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18744384487
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Pelletire S.W., Ed.; Wiley: New York, Chap 4
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(b) Li, J. J. Alkaloids: Chemical Perspectives, Vol. 5; Pelletire, S. W., Ed.; Wiley: New York, 2001, Chap. 4.
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Alkaloids Chemical Perspectives
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Li, J.J.1
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26
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18744386508
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note
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3.
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27
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18744375859
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note
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-1 due to the five-membered lactam.
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28
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0001312951
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Radical reactions of some sterically fixed 3-bromo-N-(cyclohex-1-enyl) propionamides, which are closely related to compound 8, leading to the formation of 6-endo cyclization product or a mixture of 6-endo and 5-exo cyclization products have been reported. See: Schultz, A. G.; Guzzo, P. R.; Nowak, D. M. J. Org. Chem. 1995, 60, 8044.
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J. Org. Chem.
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Schultz, A.G.1
Guzzo, P.R.2
Nowak, D.M.3
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29
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0034699145
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An analogous example on the aryl radical cyclization: Ishibashi, H.; Kato, I.; Takeda, Y.; Kogure, M.; Tamura, O. J. Chem. Soc., Chem Commun. 2000, 1527.
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(2000)
J. Chem. Soc., Chem Commun.
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Ishibashi, H.1
Kato, I.2
Takeda, Y.3
Kogure, M.4
Tamura, O.5
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18744398253
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note
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Crystallographic data of 13 and 21 have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC 262989 (13) and 262990 (21), respectively. Copies of these data may be obtained free of charge via www.ccdc.cam.ac.uk/data_request/cif, by emailing data_request@ccdc. cam.ac.uk, or by contacting The Cambridge Crystallographic Data Centre, 12, Union Road, Cambridge CB2 1EZ, UK; fax: +44(1223)336033.
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33
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0346208460
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A review on acyl radical: (a) Chatgilialoglu, C.; Crich, D.; Komatsu, M.; Ryu, I. Chem. Rev. 1999, 99, 1991. Leading references on acyl radical cyclizations:
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Chem. Rev.
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Chatgilialoglu, C.1
Crich, D.2
Komatsu, M.3
Ryu, I.4
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35
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12344334249
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(c) Yoshikai, K.; Hayama, T.; Nishimura, K.; Yamada, K.; Tomioka. K. J. Org. Chem. 2005, 70, 681.
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Yoshikai, K.1
Hayama, T.2
Nishimura, K.3
Yamada, K.4
Tomioka, K.5
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36
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0017785169
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Masamune, S.; Hayase, Y.; Schilling, W.; Chan, W. K.; Bates, G. S. J. Am. Chem. Soc. 1977, 99, 6756.
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Masamune, S.1
Hayase, Y.2
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Chan, W.K.4
Bates, G.S.5
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37
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18744395612
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note
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The structure of compound 20 was confirmed by transforming it to compound 8 by removal of the carbonyl group of the ketone.
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38
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18744372854
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note
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2: C, 69.54; H, 8.27; N, 6.76. Found: C, 69.31; H, 8.42; N, 6.61.
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