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For reviews, see: (a) Huarig, L.; Xue, Z. In The Alkaloids; Brossi, A., Ed.; Academic Press: New York, 1984; Vol. 23, pp 157-226. (b) Jalil Miah, M. A.; Hudlicky, T.; Reed, J. W. In The Alkaloids; Brossi, A., Ed.; Academic Press: New York, 1998; Vol. 51, pp 199-269.
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For recent synthesis of CET, see: (a) Planas, L.; Perard-Viret, J.; Royer, J. J. Org. Chem. 2004, 69, 3087. (b) Li, W.-D. Z.; Wang, Y.-Q. Org. Lett. 2003, 5, 2931 and references therein, (c) Koseki, Y.; Sato, H.; Watanabe, Y.; Nagasaka, T. Org. Lett. 2002, 4, 885.
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and references therein
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For recent synthesis of CET, see: (a) Planas, L.; Perard-Viret, J.; Royer, J. J. Org. Chem. 2004, 69, 3087. (b) Li, W.-D. Z.; Wang, Y.-Q. Org. Lett. 2003, 5, 2931 and references therein, (c) Koseki, Y.; Sato, H.; Watanabe, Y.; Nagasaka, T. Org. Lett. 2002, 4, 885.
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Li, W.-D.Z.1
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For recent synthesis of CET, see: (a) Planas, L.; Perard-Viret, J.; Royer, J. J. Org. Chem. 2004, 69, 3087. (b) Li, W.-D. Z.; Wang, Y.-Q. Org. Lett. 2003, 5, 2931 and references therein, (c) Koseki, Y.; Sato, H.; Watanabe, Y.; Nagasaka, T. Org. Lett. 2002, 4, 885.
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Koseki, Y.1
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37049117645
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Cf.: (a) Stevens, R. V.; Wentland, M. P. J. Chem. Soc., Chem. Commun. 1968, 1104. (b) Szabo, L.; Kalaus, G.; Kalman, A.; Kolonits, P.; Szantay, C. Heterocycles 1995, 40, 155.
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Kalaus, G.2
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Szantay, C.5
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8
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0000373038
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Cf.: (a) Wenkert, E.; Wickberg, B. J. Am. Chem. Soc. 1965, 87, 1580. (b) Schut, K. N.; Ward, F. E.; Leipzig, T. J. J. Org. Chem. 1989, 34, 330. (c) Fuji, T.; Nohara, M.; Mitsukuchi, M.; Ohba, M.; Shikata, K.; Yoshifuji, S.; Ikegami, S. Chem. Pharm. Bull. 1975, 23, 144.
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9
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33947297716
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0016635256
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Cf.: (a) Wenkert, E.; Wickberg, B. J. Am. Chem. Soc. 1965, 87, 1580. (b) Schut, K. N.; Ward, F. E.; Leipzig, T. J. J. Org. Chem. 1989, 34, 330. (c) Fuji, T.; Nohara, M.; Mitsukuchi, M.; Ohba, M.; Shikata, K.; Yoshifuji, S.; Ikegami, S. Chem. Pharm. Bull. 1975, 23, 144.
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Fuji, T.1
Nohara, M.2
Mitsukuchi, M.3
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Shikata, K.5
Yoshifuji, S.6
Ikegami, S.7
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11
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17444364555
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See Experimental Section for detailed procedures
-
See Experimental Section for detailed procedures.
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12
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17444415792
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Ph.D. Thesis (Novel Total Synthesis of Cephalotaxine), Lanzhou University
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Wang, Y.-Q. Ph.D. Thesis (Novel Total Synthesis of Cephalotaxine), Lanzhou University, 2003.
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(2003)
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Wang, Y.-Q.1
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13
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17444424672
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note
-
2 (all data) = 0.1428. See Supporting Information for detailed X-ray crystallographic data.
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14
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0015514243
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0016733062
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Cf.: (a) Weinreb, S. M.; Auerbach, J. J. Am. Chem. Soc. 1975, 97, 2503. (b) Weinreb, S. M.; Semmelhack, M. F. Acc. Chem. Res. 1975, 8, 158. (c) Weinstein, B.; Craig, A. R. J. Org. Chem. 1976, 41, 875. (d) Tse, I.; Snieckus, V. J. Chem. Soc., Chem. Commun. 1976, 505. (e) Fang, F. G.; Maier, M. E.; Danishefsky, S. J.; Schulte, G. J. Org. Chem. 1990, 55, 831.
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0001486854
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Cf.: (a) Weinreb, S. M.; Auerbach, J. J. Am. Chem. Soc. 1975, 97, 2503. (b) Weinreb, S. M.; Semmelhack, M. F. Acc. Chem. Res. 1975, 8, 158. (c) Weinstein, B.; Craig, A. R. J. Org. Chem. 1976, 41, 875. (d) Tse, I.; Snieckus, V. J. Chem. Soc., Chem. Commun. 1976, 505. (e) Fang, F. G.; Maier, M. E.; Danishefsky, S. J.; Schulte, G. J. Org. Chem. 1990, 55, 831.
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Cf.: (a) Weinreb, S. M.; Auerbach, J. J. Am. Chem. Soc. 1975, 97, 2503. (b) Weinreb, S. M.; Semmelhack, M. F. Acc. Chem. Res. 1975, 8, 158. (c) Weinstein, B.; Craig, A. R. J. Org. Chem. 1976, 41, 875. (d) Tse, I.; Snieckus, V. J. Chem. Soc., Chem. Commun. 1976, 505. (e) Fang, F. G.; Maier, M. E.; Danishefsky, S. J.; Schulte, G. J. Org. Chem. 1990, 55, 831.
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Tse, I.1
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0025303985
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Cf.: (a) Weinreb, S. M.; Auerbach, J. J. Am. Chem. Soc. 1975, 97, 2503. (b) Weinreb, S. M.; Semmelhack, M. F. Acc. Chem. Res. 1975, 8, 158. (c) Weinstein, B.; Craig, A. R. J. Org. Chem. 1976, 41, 875. (d) Tse, I.; Snieckus, V. J. Chem. Soc., Chem. Commun. 1976, 505. (e) Fang, F. G.; Maier, M. E.; Danishefsky, S. J.; Schulte, G. J. Org. Chem. 1990, 55, 831.
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0030570897
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For an example, see: Noe, E.; Seraphin, D.; Zhang, Q.; Djate, F.; Henin, J.; Laronze, J.-Y.; Levy, J. Tetrahedron Lett. 1996, 37, 5701.
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Noe, E.1
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Zhang, Q.3
Djate, F.4
Henin, J.5
Laronze, J.-Y.6
Levy, J.7
-
22
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-
17444371343
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-
note
-
This result would exclude the possibility that Dolby's cyclization-isomerization of 7 → 14 may proceed via compound 5 as an intermediate.
-
-
-
-
23
-
-
17444369475
-
-
note
-
The chemical yields in this work will be subjected to further optimization.
-
-
-
-
24
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17444423966
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-
note
-
For General Experimental Procedures see the Supporting Information of ref 2b.
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