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Pd-catalyzed cyclizations of allene-aldehydes: (a) Tsukamoto, H.; Matsumoto, T.; Kondo, Y. J. Am. Chem. Soc. 2008, 130, 388-389.
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(d) Kang, S.-K.; Lee, S.-W.; Jung, J.; Lim, Y. J. Org. Chem. 2002, 67, 4376-4379.
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Ni-catalyzed cyclizations of allene-aldehydes: (a) Montgomery, J.; Song, M. Org. Lett. 2002, 4, 4009-4011.
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Ni-catalyzed cyclizations of allene-aldehydes: (a) Montgomery, J.; Song, M. Org. Lett. 2002, 4, 4009-4011.
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Pd-catalyzed cyclizations of 1,2,7-trienes: (a) Zhu, G.; Zhang, Z. Org. Lett. 2004, 6, 4041-4047.
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Pd-catalyzed cyclizations of 1,2,7-trienes: (a) Zhu, G.; Zhang, Z. Org. Lett. 2004, 6, 4041-4047.
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(b) Doi, T.; Yanagisawa, A.; Nakanishi, S.; Yamamoto, K.; Takahashi, T. J. Org. Chem. 1996, 61, 2602-2603.
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(c) Doi, T.; Yanagisawa, A.; Yamamoto, K.; Takahashi, T. Chem. Lett. 1996, 1085-1086.
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(d) Doi, T.; Takasaki, M.; Nakanishi, S.; Yanagisawa, A.; Yamamoto, K.; Takahashi, T. Bull. Chem. Soc. Jpn. 1998, 71, 2929-2935.
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Takahashi, T.6
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(e) Ohno, H.; Miyamura, K.; Mizutani, T.; Kadoh, Y.; Takeoka, Y.; Hamaguchi, H.; Tanaka, T. Chem. Eur. J. 2005, 11, 3728-3741.
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Takeoka, Y.5
Hamaguchi, H.6
Tanaka, T.7
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Ni-catalyzed cyclizations of 1,2,7-trienes: Chevliakov, M. V.; Montgomery, J. J. Am. Chem. Soc. 1999, 121, 11139-11143.
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Ni-catalyzed cyclizations of 1,2,7-trienes: Chevliakov, M. V.; Montgomery, J. J. Am. Chem. Soc. 1999, 121, 11139-11143.
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22
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Pd-catalyzed cyclizations of allene-ynecarboxylate: (a) Gupta, A. K.; Rhim, C. Y.; Oh, C. H. Tetrahedron Lett. 2005, 46, 2247-2250.
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Pd-catalyzed cyclizations of allene-ynecarboxylate: (a) Gupta, A. K.; Rhim, C. Y.; Oh, C. H. Tetrahedron Lett. 2005, 46, 2247-2250.
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23
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Oh, C.H.1
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(a) Tsukamoto, H.; Ueno, T.; Kondo, Y. J. Am. Chem. Soc. 2006, 128, 1406-1407.
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J. Am. Chem. Soc
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Tsukamoto, H.1
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(b) Tsukamoto, H.; Ueno, T.; Kondo, Y. Org. Lett. 2007, 9, 3033-3036.
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Org. Lett
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Tsukamoto, H.1
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Kondo, Y.3
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26
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3142735839
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Pd-catalyzed intermolecular coupling reactions of allenes, aldehydes, and arylboronic acids based on carbopalladation: (a) Hopkins, C. D.; Malinakova, H. C. Org. Lett. 2004, 6, 2221-2224.
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Pd-catalyzed intermolecular coupling reactions of allenes, aldehydes, and arylboronic acids based on carbopalladation: (a) Hopkins, C. D.; Malinakova, H. C. Org. Lett. 2004, 6, 2221-2224.
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(b) Hopkins, C. D.; Guan, L.; Malinakova, H. C. J. Org. Chem. 2005, 70, 6848-6862.
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J. Org. Chem
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Hopkins, C.D.1
Guan, L.2
Malinakova, H.C.3
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28
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21644463075
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0-catalyzed carbonylations of the boronic acids. (a) Ohe, T.; Ohe, K.; Uemura, S.; Sugita, N. J. Organomet. Chem. 1988, 344, C5-C7.
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0-catalyzed carbonylations of the boronic acids. (a) Ohe, T.; Ohe, K.; Uemura, S.; Sugita, N. J. Organomet. Chem. 1988, 344, C5-C7.
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29
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0001315238
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(b) Cho, C. S.; Ohe, T.; Uemura, S. J. Organomet. Chem. 1995, 496, 221-226.
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J. Organomet. Chem
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Cho, C.S.1
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Uemura, S.3
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30
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17844383443
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The only example of the opposite regioselectivity of intermolecuar carbopalladation is seen in reactions of allenes substituted with sulfones, a Fu, C, Ma, S. Org. Lett. 2005, 7, 1605-1607
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The only example of the opposite regioselectivity of intermolecuar carbopalladation is seen in reactions of allenes substituted with sulfones. (a) Fu, C.; Ma, S. Org. Lett. 2005, 7, 1605-1607.
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31
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0030600168
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The opposite regioselectivity of intramolecular carbopalladation of allenes is reported in the following, b Grigg, R, Rasul, R, Redpath, J, Wilson, D. Tetrahedron Lett. 1996, 37, 4609-4612
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The opposite regioselectivity of intramolecular carbopalladation of allenes is reported in the following. (b) Grigg, R.; Rasul, R.; Redpath, J.; Wilson, D. Tetrahedron Lett. 1996, 37, 4609-4612.
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32
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0030996437
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Oppolzer, W.; Pimm, A.; Stammen, B.; Hume, W. E. Helv. Chim. Acta 1997, 80, 623-639, See also ref 4a-d.
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(c) Oppolzer, W.; Pimm, A.; Stammen, B.; Hume, W. E. Helv. Chim. Acta 1997, 80, 623-639, See also ref 4a-d.
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33
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35548969915
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2+-diphosphine catalysts that are applicable to the carbopalladation pathway do not promote the reactions described herein. Tsukamoto, H.; Kondo, Y. Org. Lett. 2007, 9, 4227-4230, See also ref 2b.
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2+-diphosphine catalysts that are applicable to the carbopalladation pathway do not promote the reactions described herein. Tsukamoto, H.; Kondo, Y. Org. Lett. 2007, 9, 4227-4230, See also ref 2b.
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0348042004
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There is only one example of allylmetalation of a 1,2,6-triene. Nishikawa, T.; Shinokubo, H.; Ohshima, K. Org. Lett. 2003, 5, 4623-4626.
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There is only one example of allylmetalation of a 1,2,6-triene. Nishikawa, T.; Shinokubo, H.; Ohshima, K. Org. Lett. 2003, 5, 4623-4626.
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35
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59949104312
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Organoboron reagents 6m,n do not serve as good nucleophiles in direct cross-coupling reactions with allylic alcohols. (a) Tsukamoto, H.; Sato, M.; Kondo, Y. Chem. Commun. 2003, 1200-1201. The 2-thienyl group is used as dummy ligand in the Hiyama cross-coupling reaction.
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Organoboron reagents 6m,n do not serve as good nucleophiles in direct cross-coupling reactions with allylic alcohols. (a) Tsukamoto, H.; Sato, M.; Kondo, Y. Chem. Commun. 2003, 1200-1201. The 2-thienyl group is used as dummy ligand in the Hiyama cross-coupling reaction.
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3.
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3.
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38
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59949089224
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We also demomstrated that the reaction conditions did not transform 8a into 8a-d.
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We also demomstrated that the reaction conditions did not transform 8a into 8a-d.
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39
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0035819986
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0 occurs in the presence of strong Brønsted or Lewis acid. (a) Ogoshi, S.; Yoshida, T.; Nishida, T.; Morita, M.; Kurosawa, H. J. Am. Chem. Soc. 2001, 123, 1944-1950.
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0 occurs in the presence of strong Brønsted or Lewis acid. (a) Ogoshi, S.; Yoshida, T.; Nishida, T.; Morita, M.; Kurosawa, H. J. Am. Chem. Soc. 2001, 123, 1944-1950.
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40
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0042367617
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(b) Ogoshi, S.; Morita, M.; Kurosawa, H. J. Am. Chem. Soc. 2003, 125, 9020-9021.
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Ogoshi, S.1
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Kurosawa, H.3
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See also: c
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See also: (c) Hanzawa, Y.; Yabe, M.; Oka, Y.; Taguchi, T. Org. Lett. 2002, 4, 4061-4063.
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Org. Lett
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Hanzawa, Y.1
Yabe, M.2
Oka, Y.3
Taguchi, T.4
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59949086450
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(d) Marshall, J. A.; Herold, M.; Eidam, H. S.; Eidam, P. Org. Lett. 2006, 8, 5055-5508.
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Marshall, J.A.1
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Eidam, P.4
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59949087493
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13a (Chemical Equation Presented)
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13a (Chemical Equation Presented)
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44
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59949087603
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The difference results from the slower reductive elimination from π-allylpalladium(II) than that from σ-alkenylpalladium(II). β-Hydrogen elimination prior to reductive elmination would promote reductive cyclization of 7, leading to the formation of 8n and 8′n.
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The difference results from the slower reductive elimination from π-allylpalladium(II) than that from σ-alkenylpalladium(II). β-Hydrogen elimination prior to reductive elmination would promote reductive cyclization of 7, leading to the formation of 8n and 8′n.
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