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Grignard cross-coupling reaction is called the Kumada-Corriu reaction: (a) Tamao, K.; Sumitani, K.; Kumada, M. J. Am. Chem. Soc. 1972, 94, 4374. (b) Corriu, R. J. P.; Masse, J. P. J. Chem. Soc., Chem. Commun. 1972, 144.
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Grignard cross-coupling reaction is called the Kumada-Corriu reaction: (a) Tamao, K.; Sumitani, K.; Kumada, M. J. Am. Chem. Soc. 1972, 94, 4374. (b) Corriu, R. J. P.; Masse, J. P. J. Chem. Soc., Chem. Commun. 1972, 144.
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0001625964
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(c) Hayashi, T.; Hagihara, T.; Katsuro, Y.; Kumada, M. Bull. Chem. Soc. Jpn. 1983, 56, 363.
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(a) Kreuzfeld, H.-J.; Döbler, C.; Abicht, H.-P. J. Organomet. Chem. 1987, 336, 287.
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(d) Yamago, S.; Yanagawa, M.; Nakamura, E. J. Chem. Soc., Chem. Commun. 1994, 52, 2093.
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Hayashi, M.1
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25
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0034715996
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For a planar chiral mimetic, see: Jones, G.; Butler, D. C. D.; Richards, C. J. Tetrahedron Lett. 2000, 41, 9351.
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Jones, G.1
Butler, D.C.D.2
Richards, C.J.3
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27
-
-
0242328198
-
-
note
-
2, gave less satisfactory results.
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-
-
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28
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5644260867
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Jpn. Kokai Tokkyo koho, H09241277, 1997
-
th; Hachioji: Japan, 1999. (c) Mino, T.; Tanaka, Y.; Sakamoto, M.; Fujita, T. Heterocycles 2000, 53, 1485.
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Chem. Abstr.
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-
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Miyano, S.1
Hattori, T.2
Komuro, Y.3
Kumobayashi, H.4
-
29
-
-
0242264868
-
-
Hachioji: Japan
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th; Hachioji: Japan, 1999. (c) Mino, T.; Tanaka, Y.; Sakamoto, M.; Fujita, T. Heterocycles 2000, 53, 1485.
-
(1999)
th
-
-
Kondo, K.1
Fujita, H.2
Iida, T.3
Suzuki, T.4
Murakami, Y.5
-
30
-
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0034234291
-
-
th; Hachioji: Japan, 1999. (c) Mino, T.; Tanaka, Y.; Sakamoto, M.; Fujita, T. Heterocycles 2000, 53, 1485.
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-
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Mino, T.1
Tanaka, Y.2
Sakamoto, M.3
Fujita, T.4
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31
-
-
0242296656
-
-
note
-
The use of ligand 1i at ca.-20 °C afforded the coupling product with 25% yield and 80% ee.
-
-
-
-
32
-
-
0001570443
-
-
3): δ = 1.24 (d, J = 6.9 Hz, 3 H x 2), 2.88 (sept, J = 6.9 Hz, 1 H), 6.70 (d, J = 13.8 Hz, 1 H), 7.07 (d, J = 13.8 Hz, 1 H), 7.13-7.29 (m, 4 H).
-
(1994)
J. Org. Chem.
, vol.59
, pp. 3543
-
-
Graven, A.1
Jorgensen, K.A.2
Dahl, S.3
Stanczak, A.4
-
33
-
-
0035355981
-
-
3): δ = 1.24 (d, J = 6.9 Hz, 3 H x 2), 2.88 (sept, J = 6.9 Hz, 1 H), 6.70 (d, J = 13.8 Hz, 1 H), 7.07 (d, J = 13.8 Hz, 1 H), 7.13-7.29 (m, 4 H).
-
(2001)
J. Org. Chem.
, vol.66
, pp. 4102
-
-
Ranu, B.C.1
Samanta, S.2
Guchhait, S.K.3
-
34
-
-
0001570443
-
-
note
-
3): δ = 1.24 (d, J = 6.9 Hz, 3 H x 2), 2.88 (sept, J = 6.9 Hz, 1 H), 6.70 (d, J = 13.8 Hz, 1 H), 7.07 (d, J = 13.8 Hz, 1 H), 7.13-7.29 (m, 4 H).
-
-
-
-
35
-
-
0242359590
-
-
note
-
The use of vinyl bromide and 1-propenyl bromide as substrates resulted in no reaction.
-
-
-
-
36
-
-
0242359589
-
-
note
-
The racemic and optically active carboxylic acid 7 were purchased from Aldrich Co., Ltd.
-
-
-
-
37
-
-
0242359591
-
-
note
-
2 (9.3 mg, 0.036 mmol) and the ligand 1j (18.2 mg, 0.0369 mmol) in α,α,α-trifluorotoluene (2.10 mL) at 0 °C, and the solution was stirred at the same temperature for 30 min (CAUTION: stirring at 0 °C for 30 min for the favorable complexation of Pd and ligand 1j is needed.). To the solution was added (E)-β- bromostyrene (3a) (133 mg, 0.727 mmol) at -10 °C. The resulting solution was stirred for 6 h at -10 °C. After usual work-up, purification by silica gel column(hexane) afforded the coupling product 5a (105 mg, 69%, 72% ee) as a colorless oil.
-
-
-
-
38
-
-
0002942216
-
-
For other catalytic asymmetric Grignard cross-couplings, see: (a) Tamao, K.; Minato, A.; Miyake, N.; Matsuda, T.; Kiso, Y.; Kumada, M. Chem. Lett. 1975, 133. (b) Tamao, K.; Yamamoto, H.; Matsumoto, H.; Miyake, N.; Hayashi, T.; Kumada, M. Tetrahedron Lett. 1977, 1389. (c) Hayashi, T.; Konishi, M.; Okamoto, Y.; Kabeta, K.; Kumada, M. J. Org. Chem. 1986, 51, 3772. (d) Iida, A.; Yamashita, M. Bull. Chem. Soc. Jpn. 1988, 61, 2365. (e) Hayashi, T.; Hayashizaki, K.; Kiyoi, T.; Ito, Y. J. Am. Chem. Soc. 1988, 110, 8153. (f) Hayashi, T.; Hayashizaki, K.; Ito, Y. Tetrahedron Lett. 1989, 30, 215. (g) Hayashi, T.; Niizuma, S.; Kamikawa, T.; Suzuki, N.; Uozumi, Y. J. Am. Chem. Soc. 1995, 117, 9101. (h) Kamikawa, T.; Hayashi, T. Tetrahedron 1999, 55, 3455. (i) Hölzer, B.; Hoffmann, R. W. Chem. Commun. 2003, 732.
-
(1975)
Chem. Lett.
, pp. 133
-
-
Tamao, K.1
Minato, A.2
Miyake, N.3
Matsuda, T.4
Kiso, Y.5
Kumada, M.6
-
39
-
-
0000568030
-
-
For other catalytic asymmetric Grignard cross-couplings, see: (a) Tamao, K.; Minato, A.; Miyake, N.; Matsuda, T.; Kiso, Y.; Kumada, M. Chem. Lett. 1975, 133. (b) Tamao, K.; Yamamoto, H.; Matsumoto, H.; Miyake, N.; Hayashi, T.; Kumada, M. Tetrahedron Lett. 1977, 1389. (c) Hayashi, T.; Konishi, M.; Okamoto, Y.; Kabeta, K.; Kumada, M. J. Org. Chem. 1986, 51, 3772. (d) Iida, A.; Yamashita, M. Bull. Chem. Soc. Jpn. 1988, 61, 2365. (e) Hayashi, T.; Hayashizaki, K.; Kiyoi, T.; Ito, Y. J. Am. Chem. Soc. 1988, 110, 8153. (f) Hayashi, T.; Hayashizaki, K.; Ito, Y. Tetrahedron Lett. 1989, 30, 215. (g) Hayashi, T.; Niizuma, S.; Kamikawa, T.; Suzuki, N.; Uozumi, Y. J. Am. Chem. Soc. 1995, 117, 9101. (h) Kamikawa, T.; Hayashi, T. Tetrahedron 1999, 55, 3455. (i) Hölzer, B.; Hoffmann, R. W. Chem. Commun. 2003, 732.
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(1977)
Tetrahedron Lett.
, pp. 1389
-
-
Tamao, K.1
Yamamoto, H.2
Matsumoto, H.3
Miyake, N.4
Hayashi, T.5
Kumada, M.6
-
40
-
-
33845374607
-
-
For other catalytic asymmetric Grignard cross-couplings, see: (a) Tamao, K.; Minato, A.; Miyake, N.; Matsuda, T.; Kiso, Y.; Kumada, M. Chem. Lett. 1975, 133. (b) Tamao, K.; Yamamoto, H.; Matsumoto, H.; Miyake, N.; Hayashi, T.; Kumada, M. Tetrahedron Lett. 1977, 1389. (c) Hayashi, T.; Konishi, M.; Okamoto, Y.; Kabeta, K.; Kumada, M. J. Org. Chem. 1986, 51, 3772. (d) Iida, A.; Yamashita, M. Bull. Chem. Soc. Jpn. 1988, 61, 2365. (e) Hayashi, T.; Hayashizaki, K.; Kiyoi, T.; Ito, Y. J. Am. Chem. Soc. 1988, 110, 8153. (f) Hayashi, T.; Hayashizaki, K.; Ito, Y. Tetrahedron Lett. 1989, 30, 215. (g) Hayashi, T.; Niizuma, S.; Kamikawa, T.; Suzuki, N.; Uozumi, Y. J. Am. Chem. Soc. 1995, 117, 9101. (h) Kamikawa, T.; Hayashi, T. Tetrahedron 1999, 55, 3455. (i) Hölzer, B.; Hoffmann, R. W. Chem. Commun. 2003, 732.
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(1986)
J. Org. Chem.
, vol.51
, pp. 3772
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-
Hayashi, T.1
Konishi, M.2
Okamoto, Y.3
Kabeta, K.4
Kumada, M.5
-
41
-
-
0039029992
-
-
For other catalytic asymmetric Grignard cross-couplings, see: (a) Tamao, K.; Minato, A.; Miyake, N.; Matsuda, T.; Kiso, Y.; Kumada, M. Chem. Lett. 1975, 133. (b) Tamao, K.; Yamamoto, H.; Matsumoto, H.; Miyake, N.; Hayashi, T.; Kumada, M. Tetrahedron Lett. 1977, 1389. (c) Hayashi, T.; Konishi, M.; Okamoto, Y.; Kabeta, K.; Kumada, M. J. Org. Chem. 1986, 51, 3772. (d) Iida, A.; Yamashita, M. Bull. Chem. Soc. Jpn. 1988, 61, 2365. (e) Hayashi, T.; Hayashizaki, K.; Kiyoi, T.; Ito, Y. J. Am. Chem. Soc. 1988, 110, 8153. (f) Hayashi, T.; Hayashizaki, K.; Ito, Y. Tetrahedron Lett. 1989, 30, 215. (g) Hayashi, T.; Niizuma, S.; Kamikawa, T.; Suzuki, N.; Uozumi, Y. J. Am. Chem. Soc. 1995, 117, 9101. (h) Kamikawa, T.; Hayashi, T. Tetrahedron 1999, 55, 3455. (i) Hölzer, B.; Hoffmann, R. W. Chem. Commun. 2003, 732.
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, vol.61
, pp. 2365
-
-
Iida, A.1
Yamashita, M.2
-
42
-
-
33845278920
-
-
For other catalytic asymmetric Grignard cross-couplings, see: (a) Tamao, K.; Minato, A.; Miyake, N.; Matsuda, T.; Kiso, Y.; Kumada, M. Chem. Lett. 1975, 133. (b) Tamao, K.; Yamamoto, H.; Matsumoto, H.; Miyake, N.; Hayashi, T.; Kumada, M. Tetrahedron Lett. 1977, 1389. (c) Hayashi, T.; Konishi, M.; Okamoto, Y.; Kabeta, K.; Kumada, M. J. Org. Chem. 1986, 51, 3772. (d) Iida, A.; Yamashita, M. Bull. Chem. Soc. Jpn. 1988, 61, 2365. (e) Hayashi, T.; Hayashizaki, K.; Kiyoi, T.; Ito, Y. J. Am. Chem. Soc. 1988, 110, 8153. (f) Hayashi, T.; Hayashizaki, K.; Ito, Y. Tetrahedron Lett. 1989, 30, 215. (g) Hayashi, T.; Niizuma, S.; Kamikawa, T.; Suzuki, N.; Uozumi, Y. J. Am. Chem. Soc. 1995, 117, 9101. (h) Kamikawa, T.; Hayashi, T. Tetrahedron 1999, 55, 3455. (i) Hölzer, B.; Hoffmann, R. W. Chem. Commun. 2003, 732.
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, vol.110
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-
Hayashi, T.1
Hayashizaki, K.2
Kiyoi, T.3
Ito, Y.4
-
43
-
-
0000586114
-
-
For other catalytic asymmetric Grignard cross-couplings, see: (a) Tamao, K.; Minato, A.; Miyake, N.; Matsuda, T.; Kiso, Y.; Kumada, M. Chem. Lett. 1975, 133. (b) Tamao, K.; Yamamoto, H.; Matsumoto, H.; Miyake, N.; Hayashi, T.; Kumada, M. Tetrahedron Lett. 1977, 1389. (c) Hayashi, T.; Konishi, M.; Okamoto, Y.; Kabeta, K.; Kumada, M. J. Org. Chem. 1986, 51, 3772. (d) Iida, A.; Yamashita, M. Bull. Chem. Soc. Jpn. 1988, 61, 2365. (e) Hayashi, T.; Hayashizaki, K.; Kiyoi, T.; Ito, Y. J. Am. Chem. Soc. 1988, 110, 8153. (f) Hayashi, T.; Hayashizaki, K.; Ito, Y. Tetrahedron Lett. 1989, 30, 215. (g) Hayashi, T.; Niizuma, S.; Kamikawa, T.; Suzuki, N.; Uozumi, Y. J. Am. Chem. Soc. 1995, 117, 9101. (h) Kamikawa, T.; Hayashi, T. Tetrahedron 1999, 55, 3455. (i) Hölzer, B.; Hoffmann, R. W. Chem. Commun. 2003, 732.
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, pp. 215
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-
Hayashi, T.1
Hayashizaki, K.2
Ito, Y.3
-
44
-
-
0001578739
-
-
For other catalytic asymmetric Grignard cross-couplings, see: (a) Tamao, K.; Minato, A.; Miyake, N.; Matsuda, T.; Kiso, Y.; Kumada, M. Chem. Lett. 1975, 133. (b) Tamao, K.; Yamamoto, H.; Matsumoto, H.; Miyake, N.; Hayashi, T.; Kumada, M. Tetrahedron Lett. 1977, 1389. (c) Hayashi, T.; Konishi, M.; Okamoto, Y.; Kabeta, K.; Kumada, M. J. Org. Chem. 1986, 51, 3772. (d) Iida, A.; Yamashita, M. Bull. Chem. Soc. Jpn. 1988, 61, 2365. (e) Hayashi, T.; Hayashizaki, K.; Kiyoi, T.; Ito, Y. J. Am. Chem. Soc. 1988, 110, 8153. (f) Hayashi, T.; Hayashizaki, K.; Ito, Y. Tetrahedron Lett. 1989, 30, 215. (g) Hayashi, T.; Niizuma, S.; Kamikawa, T.; Suzuki, N.; Uozumi, Y. J. Am. Chem. Soc. 1995, 117, 9101. (h) Kamikawa, T.; Hayashi, T. Tetrahedron 1999, 55, 3455. (i) Hölzer, B.; Hoffmann, R. W. Chem. Commun. 2003, 732.
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Niizuma, S.2
Kamikawa, T.3
Suzuki, N.4
Uozumi, Y.5
-
45
-
-
0033105330
-
-
For other catalytic asymmetric Grignard cross-couplings, see: (a) Tamao, K.; Minato, A.; Miyake, N.; Matsuda, T.; Kiso, Y.; Kumada, M. Chem. Lett. 1975, 133. (b) Tamao, K.; Yamamoto, H.; Matsumoto, H.; Miyake, N.; Hayashi, T.; Kumada, M. Tetrahedron Lett. 1977, 1389. (c) Hayashi, T.; Konishi, M.; Okamoto, Y.; Kabeta, K.; Kumada, M. J. Org. Chem. 1986, 51, 3772. (d) Iida, A.; Yamashita, M. Bull. Chem. Soc. Jpn. 1988, 61, 2365. (e) Hayashi, T.; Hayashizaki, K.; Kiyoi, T.; Ito, Y. J. Am. Chem. Soc. 1988, 110, 8153. (f) Hayashi, T.; Hayashizaki, K.; Ito, Y. Tetrahedron Lett. 1989, 30, 215. (g) Hayashi, T.; Niizuma, S.; Kamikawa, T.; Suzuki, N.; Uozumi, Y. J. Am. Chem. Soc. 1995, 117, 9101. (h) Kamikawa, T.; Hayashi, T. Tetrahedron 1999, 55, 3455. (i) Hölzer, B.; Hoffmann, R. W. Chem. Commun. 2003, 732.
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Kamikawa, T.1
Hayashi, T.2
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0037459416
-
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For other catalytic asymmetric Grignard cross-couplings, see: (a) Tamao, K.; Minato, A.; Miyake, N.; Matsuda, T.; Kiso, Y.; Kumada, M. Chem. Lett. 1975, 133. (b) Tamao, K.; Yamamoto, H.; Matsumoto, H.; Miyake, N.; Hayashi, T.; Kumada, M. Tetrahedron Lett. 1977, 1389. (c) Hayashi, T.; Konishi, M.; Okamoto, Y.; Kabeta, K.; Kumada, M. J. Org. Chem. 1986, 51, 3772. (d) Iida, A.; Yamashita, M. Bull. Chem. Soc. Jpn. 1988, 61, 2365. (e) Hayashi, T.; Hayashizaki, K.; Kiyoi, T.; Ito, Y. J. Am. Chem. Soc. 1988, 110, 8153. (f) Hayashi, T.; Hayashizaki, K.; Ito, Y. Tetrahedron Lett. 1989, 30, 215. (g) Hayashi, T.; Niizuma, S.; Kamikawa, T.; Suzuki, N.; Uozumi, Y. J. Am. Chem. Soc. 1995, 117, 9101. (h) Kamikawa, T.; Hayashi, T. Tetrahedron 1999, 55, 3455. (i) Hölzer, B.; Hoffmann, R. W. Chem. Commun. 2003, 732.
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Hölzer, B.1
Hoffmann, R.W.2
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47
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0000488713
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Another type of catalytic asymmetric cross-coupling, the Suzuki and Miyaura reaction, has been reported, see: (a) Cho, S. Y.; Shibasaki, M. Tetrahedron: Asymmetry 1998, 9, 3751. (b) Cammidge, A. N.; Crépy, K. V. L. Chem. Commun. 2000, 1723. (c) Yin, J.; Buchwald, S. L. J. Am. Chem. Soc. 2000, 122, 12051. (d) Castanet, A.-S.; Colobert, F.; Broutin, P.-E.; Obringer, M. Tetrahedron: Asymmetry 2002, 13, 659.
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Tetrahedron: Asymmetry
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Shibasaki, M.2
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0034699420
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Another type of catalytic asymmetric cross-coupling, the Suzuki and Miyaura reaction, has been reported, see: (a) Cho, S. Y.; Shibasaki, M. Tetrahedron: Asymmetry 1998, 9, 3751. (b) Cammidge, A. N.; Crépy, K. V. L. Chem. Commun. 2000, 1723. (c) Yin, J.; Buchwald, S. L. J. Am. Chem. Soc. 2000, 122, 12051. (d) Castanet, A.-S.; Colobert, F.; Broutin, P.-E.; Obringer, M. Tetrahedron: Asymmetry 2002, 13, 659.
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Chem. Commun.
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Cammidge, A.N.1
Crépy, K.V.L.2
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49
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0034614046
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Another type of catalytic asymmetric cross-coupling, the Suzuki and Miyaura reaction, has been reported, see: (a) Cho, S. Y.; Shibasaki, M. Tetrahedron: Asymmetry 1998, 9, 3751. (b) Cammidge, A. N.; Crépy, K. V. L. Chem. Commun. 2000, 1723. (c) Yin, J.; Buchwald, S. L. J. Am. Chem. Soc. 2000, 122, 12051. (d) Castanet, A.-S.; Colobert, F.; Broutin, P.-E.; Obringer, M. Tetrahedron: Asymmetry 2002, 13, 659.
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J. Am. Chem. Soc.
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Yin, J.1
Buchwald, S.L.2
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50
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0037134273
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Another type of catalytic asymmetric cross-coupling, the Suzuki and Miyaura reaction, has been reported, see: (a) Cho, S. Y.; Shibasaki, M. Tetrahedron: Asymmetry 1998, 9, 3751. (b) Cammidge, A. N.; Crépy, K. V. L. Chem. Commun. 2000, 1723. (c) Yin, J.; Buchwald, S. L. J. Am. Chem. Soc. 2000, 122, 12051. (d) Castanet, A.-S.; Colobert, F.; Broutin, P.-E.; Obringer, M. Tetrahedron: Asymmetry 2002, 13, 659.
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(2002)
Tetrahedron: Asymmetry
, vol.13
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Castanet, A.-S.1
Colobert, F.2
Broutin, P.-E.3
Obringer, M.4
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51
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0037246030
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3)-ligands, see: (a) Mino, T.; Tanaka, Y.; Akita, K.; Sakamoto, M.; Fujita, T. Heterocycles 2003, 60, 9. (b) Shibatomi, K.; Uozumi, Y. Tetrahedron: Asymmetry 2002, 13, 1769. (c) Jin, M.-J. ; Kim, S.-H.; Lee, S.-J.; Kim, Y.-M. Tetrahedron Lett. 2002, 43, 7409. (d) Uozumi, Y.; Shibatomi, K. J. Am. Chem. Soc. 2001, 123, 2919. (e) Mino, T.; Hata, S.; Ohtaka, K.; Sakamoto, M.; Fujita, T. Tetrahedron Lett. 2001, 42, 4837. (f) Okuyama, Y.; Nakano, H.; Hongo, H. Tetrahedron: Asymmetry 2000, 11, 1193. (g) Suzuki, Y.; Abe, I.; Hiroi, K. Heterocycles 1999, 50, 89. (h) Cahill, J. P.; Cunneen, D.; Guiry, P. J. Tetrahedron: Asymmetry 1999, 10, 4157. (i) Bourghida, M.; Widhalm, M. Tetrahedron: Asymmetry 1998, 9, 1073. (j) Hattori, T.; Komuro, Y.; Hayashizaka, N.; Takahashi, H.; Miyano, S. Enantiomer 1997, 2, 203; and references cited therein.
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(2003)
Heterocycles
, vol.60
, pp. 9
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Mino, T.1
Tanaka, Y.2
Akita, K.3
Sakamoto, M.4
Fujita, T.5
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52
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0037183395
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3)-ligands, see: (a) Mino, T.; Tanaka, Y.; Akita, K.; Sakamoto, M.; Fujita, T. Heterocycles 2003, 60, 9. (b) Shibatomi, K.; Uozumi, Y. Tetrahedron: Asymmetry 2002, 13, 1769. (c) Jin, M.-J. ; Kim, S.-H.; Lee, S.-J.; Kim, Y.-M. Tetrahedron Lett. 2002, 43, 7409. (d) Uozumi, Y.; Shibatomi, K. J. Am. Chem. Soc. 2001, 123, 2919. (e) Mino, T.; Hata, S.; Ohtaka, K.; Sakamoto, M.; Fujita, T. Tetrahedron Lett. 2001, 42, 4837. (f) Okuyama, Y.; Nakano, H.; Hongo, H. Tetrahedron: Asymmetry 2000, 11, 1193. (g) Suzuki, Y.; Abe, I.; Hiroi, K. Heterocycles 1999, 50, 89. (h) Cahill, J. P.; Cunneen, D.; Guiry, P. J. Tetrahedron: Asymmetry 1999, 10, 4157. (i) Bourghida, M.; Widhalm, M. Tetrahedron: Asymmetry 1998, 9, 1073. (j) Hattori, T.; Komuro, Y.; Hayashizaka, N.; Takahashi, H.; Miyano, S. Enantiomer 1997, 2, 203; and references cited therein.
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Shibatomi, K.1
Uozumi, Y.2
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53
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0037037905
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3)-ligands, see: (a) Mino, T.; Tanaka, Y.; Akita, K.; Sakamoto, M.; Fujita, T. Heterocycles 2003, 60, 9. (b) Shibatomi, K.; Uozumi, Y. Tetrahedron: Asymmetry 2002, 13, 1769. (c) Jin, M.-J. ; Kim, S.-H.; Lee, S.-J.; Kim, Y.-M. Tetrahedron Lett. 2002, 43, 7409. (d) Uozumi, Y.; Shibatomi, K. J. Am. Chem. Soc. 2001, 123, 2919. (e) Mino, T.; Hata, S.; Ohtaka, K.; Sakamoto, M.; Fujita, T. Tetrahedron Lett. 2001, 42, 4837. (f) Okuyama, Y.; Nakano, H.; Hongo, H. Tetrahedron: Asymmetry 2000, 11, 1193. (g) Suzuki, Y.; Abe, I.; Hiroi, K. Heterocycles 1999, 50, 89. (h) Cahill, J. P.; Cunneen, D.; Guiry, P. J. Tetrahedron: Asymmetry 1999, 10, 4157. (i) Bourghida, M.; Widhalm, M. Tetrahedron: Asymmetry 1998, 9, 1073. (j) Hattori, T.; Komuro, Y.; Hayashizaka, N.; Takahashi, H.; Miyano, S. Enantiomer 1997, 2, 203; and references cited therein.
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(2002)
Tetrahedron Lett.
, vol.43
, pp. 7409
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Jin, M.-J.1
Kim, S.-H.2
Lee, S.-J.3
Kim, Y.-M.4
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54
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0034801528
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3)-ligands, see: (a) Mino, T.; Tanaka, Y.; Akita, K.; Sakamoto, M.; Fujita, T. Heterocycles 2003, 60, 9. (b) Shibatomi, K.; Uozumi, Y. Tetrahedron: Asymmetry 2002, 13, 1769. (c) Jin, M.-J. ; Kim, S.-H.; Lee, S.-J.; Kim, Y.-M. Tetrahedron Lett. 2002, 43, 7409. (d) Uozumi, Y.; Shibatomi, K. J. Am. Chem. Soc. 2001, 123, 2919. (e) Mino, T.; Hata, S.; Ohtaka, K.; Sakamoto, M.; Fujita, T. Tetrahedron Lett. 2001, 42, 4837. (f) Okuyama, Y.; Nakano, H.; Hongo, H. Tetrahedron: Asymmetry 2000, 11, 1193. (g) Suzuki, Y.; Abe, I.; Hiroi, K. Heterocycles 1999, 50, 89. (h) Cahill, J. P.; Cunneen, D.; Guiry, P. J. Tetrahedron: Asymmetry 1999, 10, 4157. (i) Bourghida, M.; Widhalm, M. Tetrahedron: Asymmetry 1998, 9, 1073. (j) Hattori, T.; Komuro, Y.; Hayashizaka, N.; Takahashi, H.; Miyano, S. Enantiomer 1997, 2, 203; and references cited therein.
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J. Am. Chem. Soc.
, vol.123
, pp. 2919
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Uozumi, Y.1
Shibatomi, K.2
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55
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0035898860
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3)-ligands, see: (a) Mino, T.; Tanaka, Y.; Akita, K.; Sakamoto, M.; Fujita, T. Heterocycles 2003, 60, 9. (b) Shibatomi, K.; Uozumi, Y. Tetrahedron: Asymmetry 2002, 13, 1769. (c) Jin, M.-J. ; Kim, S.-H.; Lee, S.-J.; Kim, Y.-M. Tetrahedron Lett. 2002, 43, 7409. (d) Uozumi, Y.; Shibatomi, K. J. Am. Chem. Soc. 2001, 123, 2919. (e) Mino, T.; Hata, S.; Ohtaka, K.; Sakamoto, M.; Fujita, T. Tetrahedron Lett. 2001, 42, 4837. (f) Okuyama, Y.; Nakano, H.; Hongo, H. Tetrahedron: Asymmetry 2000, 11, 1193. (g) Suzuki, Y.; Abe, I.; Hiroi, K. Heterocycles 1999, 50, 89. (h) Cahill, J. P.; Cunneen, D.; Guiry, P. J. Tetrahedron: Asymmetry 1999, 10, 4157. (i) Bourghida, M.; Widhalm, M. Tetrahedron: Asymmetry 1998, 9, 1073. (j) Hattori, T.; Komuro, Y.; Hayashizaka, N.; Takahashi, H.; Miyano, S. Enantiomer 1997, 2, 203; and references cited therein.
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(2001)
Tetrahedron Lett.
, vol.42
, pp. 4837
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Mino, T.1
Hata, S.2
Ohtaka, K.3
Sakamoto, M.4
Fujita, T.5
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56
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0344002695
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3)-ligands, see: (a) Mino, T.; Tanaka, Y.; Akita, K.; Sakamoto, M.; Fujita, T. Heterocycles 2003, 60, 9. (b) Shibatomi, K.; Uozumi, Y. Tetrahedron: Asymmetry 2002, 13, 1769. (c) Jin, M.-J. ; Kim, S.-H.; Lee, S.-J.; Kim, Y.-M. Tetrahedron Lett. 2002, 43, 7409. (d) Uozumi, Y.; Shibatomi, K. J. Am. Chem. Soc. 2001, 123, 2919. (e) Mino, T.; Hata, S.; Ohtaka, K.; Sakamoto, M.; Fujita, T. Tetrahedron Lett. 2001, 42, 4837. (f) Okuyama, Y.; Nakano, H.; Hongo, H. Tetrahedron: Asymmetry 2000, 11, 1193. (g) Suzuki, Y.; Abe, I.; Hiroi, K. Heterocycles 1999, 50, 89. (h) Cahill, J. P.; Cunneen, D.; Guiry, P. J. Tetrahedron: Asymmetry 1999, 10, 4157. (i) Bourghida, M.; Widhalm, M. Tetrahedron: Asymmetry 1998, 9, 1073. (j) Hattori, T.; Komuro, Y.; Hayashizaka, N.; Takahashi, H.; Miyano, S. Enantiomer 1997, 2, 203; and references cited therein.
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(2000)
Tetrahedron: Asymmetry
, vol.11
, pp. 1193
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Okuyama, Y.1
Nakano, H.2
Hongo, H.3
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57
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0032856691
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3)-ligands, see: (a) Mino, T.; Tanaka, Y.; Akita, K.; Sakamoto, M.; Fujita, T. Heterocycles 2003, 60, 9. (b) Shibatomi, K.; Uozumi, Y. Tetrahedron: Asymmetry 2002, 13, 1769. (c) Jin, M.-J. ; Kim, S.-H.; Lee, S.-J.; Kim, Y.-M. Tetrahedron Lett. 2002, 43, 7409. (d) Uozumi, Y.; Shibatomi, K. J. Am. Chem. Soc. 2001, 123, 2919. (e) Mino, T.; Hata, S.; Ohtaka, K.; Sakamoto, M.; Fujita, T. Tetrahedron Lett. 2001, 42, 4837. (f) Okuyama, Y.; Nakano, H.; Hongo, H. Tetrahedron: Asymmetry 2000, 11, 1193. (g) Suzuki, Y.; Abe, I.; Hiroi, K. Heterocycles 1999, 50, 89. (h) Cahill, J. P.; Cunneen, D.; Guiry, P. J. Tetrahedron: Asymmetry 1999, 10, 4157. (i) Bourghida, M.; Widhalm, M. Tetrahedron: Asymmetry 1998, 9, 1073. (j) Hattori, T.; Komuro, Y.; Hayashizaka, N.; Takahashi, H.; Miyano, S. Enantiomer 1997, 2, 203; and references cited therein.
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(1999)
Heterocycles
, vol.50
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Suzuki, Y.1
Abe, I.2
Hiroi, K.3
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58
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0033408366
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3)-ligands, see: (a) Mino, T.; Tanaka, Y.; Akita, K.; Sakamoto, M.; Fujita, T. Heterocycles 2003, 60, 9. (b) Shibatomi, K.; Uozumi, Y. Tetrahedron: Asymmetry 2002, 13, 1769. (c) Jin, M.-J. ; Kim, S.-H.; Lee, S.-J.; Kim, Y.-M. Tetrahedron Lett. 2002, 43, 7409. (d) Uozumi, Y.; Shibatomi, K. J. Am. Chem. Soc. 2001, 123, 2919. (e) Mino, T.; Hata, S.; Ohtaka, K.; Sakamoto, M.; Fujita, T. Tetrahedron Lett. 2001, 42, 4837. (f) Okuyama, Y.; Nakano, H.; Hongo, H. Tetrahedron: Asymmetry 2000, 11, 1193. (g) Suzuki, Y.; Abe, I.; Hiroi, K. Heterocycles 1999, 50, 89. (h) Cahill, J. P.; Cunneen, D.; Guiry, P. J. Tetrahedron: Asymmetry 1999, 10, 4157. (i) Bourghida, M.; Widhalm, M. Tetrahedron: Asymmetry 1998, 9, 1073. (j) Hattori, T.; Komuro, Y.; Hayashizaka, N.; Takahashi, H.; Miyano, S. Enantiomer 1997, 2, 203; and references cited therein.
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(1999)
Tetrahedron: Asymmetry
, vol.10
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Cahill, J.P.1
Cunneen, D.2
Guiry, P.J.3
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59
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0032571507
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3)-ligands, see: (a) Mino, T.; Tanaka, Y.; Akita, K.; Sakamoto, M.; Fujita, T. Heterocycles 2003, 60, 9. (b) Shibatomi, K.; Uozumi, Y. Tetrahedron: Asymmetry 2002, 13, 1769. (c) Jin, M.-J. ; Kim, S.-H.; Lee, S.-J.; Kim, Y.-M. Tetrahedron Lett. 2002, 43, 7409. (d) Uozumi, Y.; Shibatomi, K. J. Am. Chem. Soc. 2001, 123, 2919. (e) Mino, T.; Hata, S.; Ohtaka, K.; Sakamoto, M.; Fujita, T. Tetrahedron Lett. 2001, 42, 4837. (f) Okuyama, Y.; Nakano, H.; Hongo, H. Tetrahedron: Asymmetry 2000, 11, 1193. (g) Suzuki, Y.; Abe, I.; Hiroi, K. Heterocycles 1999, 50, 89. (h) Cahill, J. P.; Cunneen, D.; Guiry, P. J. Tetrahedron: Asymmetry 1999, 10, 4157. (i) Bourghida, M.; Widhalm, M. Tetrahedron: Asymmetry 1998, 9, 1073. (j) Hattori, T.; Komuro, Y.; Hayashizaka, N.; Takahashi, H.; Miyano, S. Enantiomer 1997, 2, 203; and references cited therein.
-
(1998)
Tetrahedron: Asymmetry
, vol.9
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Bourghida, M.1
Widhalm, M.2
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60
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0030794543
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and references cited therein
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3)-ligands, see: (a) Mino, T.; Tanaka, Y.; Akita, K.; Sakamoto, M.; Fujita, T. Heterocycles 2003, 60, 9. (b) Shibatomi, K.; Uozumi, Y. Tetrahedron: Asymmetry 2002, 13, 1769. (c) Jin, M.-J. ; Kim, S.-H.; Lee, S.-J.; Kim, Y.-M. Tetrahedron Lett. 2002, 43, 7409. (d) Uozumi, Y.; Shibatomi, K. J. Am. Chem. Soc. 2001, 123, 2919. (e) Mino, T.; Hata, S.; Ohtaka, K.; Sakamoto, M.; Fujita, T. Tetrahedron Lett. 2001, 42, 4837. (f) Okuyama, Y.; Nakano, H.; Hongo, H. Tetrahedron: Asymmetry 2000, 11, 1193. (g) Suzuki, Y.; Abe, I.; Hiroi, K. Heterocycles 1999, 50, 89. (h) Cahill, J. P.; Cunneen, D.; Guiry, P. J. Tetrahedron: Asymmetry 1999, 10, 4157. (i) Bourghida, M.; Widhalm, M. Tetrahedron: Asymmetry 1998, 9, 1073. (j) Hattori, T.; Komuro, Y.; Hayashizaka, N.; Takahashi, H.; Miyano, S. Enantiomer 1997, 2, 203; and references cited therein.
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(1997)
Enantiomer
, vol.2
, pp. 203
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Hattori, T.1
Komuro, Y.2
Hayashizaka, N.3
Takahashi, H.4
Miyano, S.5
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61
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During the completion of this manuscript, we became aware of a recent report by Mino, T. et al. of the Pd-catalyzed asymmetric allylic alkylation with the ligand 1m: Mino, T.; Tanaka, Y.; Sato, Y.; Saito, A.; Sakamoto, M.; Fujita, T. Tetrahedron Lett. 2003, 44, 4677.
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(2003)
Tetrahedron Lett.
, vol.44
, pp. 4677
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Mino, T.1
Tanaka, Y.2
Sato, Y.3
Saito, A.4
Sakamoto, M.5
Fujita, T.6
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