-
1
-
-
0035905441
-
-
Chemler, S. R., Trauner, D., and Danishefsky, S. J. Angew. Chem., Int. Ed. 2001, 40, 4544
-
(2001)
Angew. Chem., Int. Ed.
, vol.40
, pp. 4544
-
-
Chemler, S.R.1
Trauner, D.2
Danishefsky, S.J.3
-
3
-
-
70449378693
-
-
Crudden, C. M., Glasspoole, B. W., and Lata, C. J. Chem. Commun. 2009, 6704
-
(2009)
Chem. Commun.
, pp. 6704
-
-
Crudden, C.M.1
Glasspoole, B.W.2
Lata, C.J.3
-
9
-
-
0038451307
-
-
Rubina, M., Rubin, M., and Gevorgyan, V. J. Am. Chem. Soc. 2003, 125, 7198
-
(2003)
J. Am. Chem. Soc.
, vol.125
, pp. 7198
-
-
Rubina, M.1
Rubin, M.2
Gevorgyan, V.3
-
10
-
-
1342264155
-
-
Fang, G.-H., Yan, Z.-J., and Deng, M.-Z. Org. Lett. 2004, 6, 357
-
(2004)
Org. Lett.
, vol.6
, pp. 357
-
-
Fang, G.-H.1
Yan, Z.-J.2
Deng, M.-Z.3
-
11
-
-
22244482245
-
-
Charette, A. B., Mathieu, S., and Fournier, J.-F. Synlett 2005, 1779
-
(2005)
Synlett
, pp. 1779
-
-
Charette, A.B.1
Mathieu, S.2
Fournier, J.-F.3
-
12
-
-
67749113467
-
-
Imao, D., Glasspoole, B. W., Laberge, V. S., and Crudden, C. M. J. Am. Chem. Soc. 2009, 131, 5024
-
(2009)
J. Am. Chem. Soc.
, vol.131
, pp. 5024
-
-
Imao, D.1
Glasspoole, B.W.2
Laberge, V.S.3
Crudden, C.M.4
-
13
-
-
77957145447
-
-
Suzuki-Miyaura coupling of sec-alkylboron compounds other than cyclopropylboron compounds
-
Suzuki-Miyaura coupling of sec-alkylboron compounds other than cyclopropylboron compounds
-
-
-
-
14
-
-
33750283011
-
-
Miyaura, N., Ishiyama, T., Sasaki, H., Ishikawa, M., Satoh, M., and Suzuki, A. J. Am. Chem. Soc. 1989, 111, 314
-
(1989)
J. Am. Chem. Soc.
, vol.111
, pp. 314
-
-
Miyaura, N.1
Ishiyama, T.2
Sasaki, H.3
Ishikawa, M.4
Satoh, M.5
Suzuki, A.6
-
15
-
-
0034600318
-
-
Littke, A. F., Dai, C., and Fu, G. C. J. Am. Chem. Soc. 2000, 122, 4020
-
(2000)
J. Am. Chem. Soc.
, vol.122
, pp. 4020
-
-
Littke, A.F.1
Dai, C.2
Fu, G.C.3
-
16
-
-
0037047555
-
-
Kataoka, N., Shelby, Q., Stambuli, J. P., and Hartwig, J. F. J. Org. Chem. 2002, 67, 5553
-
(2002)
J. Org. Chem.
, vol.67
, pp. 5553
-
-
Kataoka, N.1
Shelby, Q.2
Stambuli, J.P.3
Hartwig, J.F.4
-
17
-
-
43849107134
-
-
van den Hoogenband, A., Lange, J. H. M., Terpstra, J. W., Koch, M., Visser, G. M., Visser, M., Korstanje, T. J., and Jastrzebski, J. T. B. H. Tetrahedron Lett. 2008, 49, 4122
-
(2008)
Tetrahedron Lett.
, vol.49
, pp. 4122
-
-
Van Den Hoogenband, A.1
Lange, J.H.M.2
Terpstra, J.W.3
Koch, M.4
Visser, G.M.5
Visser, M.6
Korstanje, T.J.7
Jastrzebski, J.T.B.H.8
-
18
-
-
47749142142
-
-
Dreher, S. D., Dormer, P. G., Sandrock, D. L., and Molander, G. A. J. Am. Chem. Soc. 2008, 130, 9257
-
(2008)
J. Am. Chem. Soc.
, vol.130
, pp. 9257
-
-
Dreher, S.D.1
Dormer, P.G.2
Sandrock, D.L.3
Molander, G.A.4
-
19
-
-
67650481878
-
-
Ohmura, T., Awano, T., and Suginome, M. Chem. Lett. 2009, 38, 664
-
(2009)
Chem. Lett.
, vol.38
, pp. 664
-
-
Ohmura, T.1
Awano, T.2
Suginome, M.3
-
20
-
-
28344434347
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-
Enantioenriched 1, 5, 7, 9a, and 9d were prepared in 10 mmol scale via Matteson's asymmetric homologation starting from (-)-pinanediol derivative 12 as shown in the scheme below. In;, Ed.; Wiley-VCH: Weinheim,; p
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Enantioenriched 1, 5, 7, 9a, and 9d were prepared in 10 mmol scale via Matteson's asymmetric homologation starting from (-)-pinanediol derivative 12 as shown in the scheme below. Matteson, D. S. In Boronic Acids; Hall, D. G., Ed.; Wiley-VCH: Weinheim, 2005; p 305.
-
(2005)
Boronic Acids
, pp. 305
-
-
Matteson, D.S.1
Hall, D.G.2
-
21
-
-
0347052791
-
-
Caselli, E., Danieli, C., Morandi, S., Bonfiglio, B., Forni, A., and Prati, F. Org. Lett. 2003, 5, 4863
-
(2003)
Org. Lett.
, vol.5
, pp. 4863
-
-
Caselli, E.1
Danieli, C.2
Morandi, S.3
Bonfiglio, B.4
Forni, A.5
Prati, F.6
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22
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24344468345
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Enantioenriched 9b-c were obtained by optical resolution of the corresponding racemates
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Morandi, S., Caselli, E., Forni, A., Bucciarelli, M., Torre, G., and Prati, F. Tetrahedron: Asymmetry 2005, 16, 2918 Enantioenriched 9b-c were obtained by optical resolution of the corresponding racemates.
-
(2005)
Tetrahedron: Asymmetry
, vol.16
, pp. 2918
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-
Morandi, S.1
Caselli, E.2
Forni, A.3
Bucciarelli, M.4
Torre, G.5
Prati, F.6
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23
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77957109456
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2O, and KF) gave poor results: reaction of 1 with 2a gave 3 in 55% yield with only 6% es
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2O, and KF) gave poor results: reaction of 1 with 2a gave 3 in 55% yield with only 6% es.
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24
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77957124734
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Preliminary screening indicated that protodeborylation of 1 was slower in toluene than in 1,4-dioxane
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Preliminary screening indicated that protodeborylation of 1 was slower in toluene than in 1,4-dioxane.
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25
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77957159824
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The term enantiospecificity [% es = (product ee/starting material ee) × 100] has been used to describe the conservation of optical purity over the course of stereospecific reactions
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The term enantiospecificity [% es = (product ee/starting material ee) × 100] has been used to describe the conservation of optical purity over the course of stereospecific reactions
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27
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77950341605
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Denmark, S. E., Burk, M. T., and Hoover, A. J. J. Am. Chem. Soc. 2010, 132, 1232
-
(2010)
J. Am. Chem. Soc.
, vol.132
, pp. 1232
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-
Denmark, S.E.1
Burk, M.T.2
Hoover, A.J.3
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29
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-
3042654141
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Walker, S. D., Barder, T. E., Martinelli, J. R., and Buchwald, S. L. Angew. Chem., Int. Ed. 2004, 43, 1871
-
(2004)
Angew. Chem., Int. Ed.
, vol.43
, pp. 1871
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-
Walker, S.D.1
Barder, T.E.2
Martinelli, J.R.3
Buchwald, S.L.4
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0038579438
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Huang, X., Anderson, K. W., Zim, D., Jiang, L., Klapars, A., and Buchwald, S. L. J. Am. Chem. Soc. 2003, 125, 6653
-
(2003)
J. Am. Chem. Soc.
, vol.125
, pp. 6653
-
-
Huang, X.1
Anderson, K.W.2
Zim, D.3
Jiang, L.4
Klapars, A.5
Buchwald, S.L.6
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77957151779
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Larger scale reaction of 9a (317 mg, 1.0 mmol) with 2a (205 mg, 1.2 mmol) was also successfully achieved under the optimized conditions to give 10a in 80% yield (225 mg) with 97% es
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Larger scale reaction of 9a (317 mg, 1.0 mmol) with 2a (205 mg, 1.2 mmol) was also successfully achieved under the optimized conditions to give 10a in 80% yield (225 mg) with 97% es.
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33
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77957110578
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Water (2 equiv) was used in all reactions according to our previous study (ref 6), in which addition of water was crucial in gaining coupling product in high yields. We eventually found that water had no critical effect on the yield or es in the present coupling system
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Water (2 equiv) was used in all reactions according to our previous study (ref 6), in which addition of water was crucial in gaining coupling product in high yields. We eventually found that water had no critical effect on the yield or es in the present coupling system.
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34
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77957154836
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For details, see Supporting Information
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For details, see Supporting Information.
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35
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77957137231
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2. For details, see Supporting Information
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2. For details, see Supporting Information.
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36
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0020826828
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The mechanism has been proposed for coupling of chiral benzylic stannanes and silanes, which proceed with full or partial inversion of configuration
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The mechanism has been proposed for coupling of chiral benzylic stannanes and silanes, which proceed with full or partial inversion of configuration. Labadie, J. W. and Stille, J. K. J. Am. Chem. Soc. 1983, 105, 6129
-
(1983)
J. Am. Chem. Soc.
, vol.105
, pp. 6129
-
-
Labadie, J.W.1
Stille, J.K.2
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38
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-
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-
For related reviews, see: Angew. Chem., Int. Ed. 2004, 43, 4704
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Kells, K. W. and Chong, J. M. J. Am. Chem. Soc. 2004, 126, 15666 For related reviews, see: Espinet, P. and Echavarren, A. M. Angew. Chem., Int. Ed. 2004, 43, 4704
-
(2004)
J. Am. Chem. Soc.
, vol.126
, pp. 15666
-
-
Kells, K.W.1
Chong, J.M.2
Espinet, P.3
Echavarren, A.M.4
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41
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77957107981
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Conversion of the C-B bond in trialkylboranes with inversion of configuration
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Conversion of the C-B bond in trialkylboranes with inversion of configuration
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44
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0000369726
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11B NMR chemical shifts of α-(acylamino)benzylboronic esters (δ 14-16 ppm) indicate intramolecular coordination of the carbonyl groups to the boron atoms
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11B NMR chemical shifts of α-(acylamino)benzylboronic esters (δ 14-16 ppm) indicate intramolecular coordination of the carbonyl groups to the boron atoms. Biedrzycki, M., Scouten, W. H., and Biedrzycka, Z. J. Organomet. Chem. 1992, 431, 255
-
(1992)
J. Organomet. Chem.
, vol.431
, pp. 255
-
-
Biedrzycki, M.1
Scouten, W.H.2
Biedrzycka, Z.3
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45
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77957119064
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3 (1 equiv) in toluene at 110 °C for 6 h were as follows: 1 (86% es), 5 (94% es), and 9a (96% es). On the other hand, we confirmed that no racemization of the coupling products, diarylmethanamines, took place under the coupling conditions reported
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3 (1 equiv) in toluene at 110 °C for 6 h were as follows: 1 (86% es), 5 (94% es), and 9a (96% es). On the other hand, we confirmed that no racemization of the coupling products, diarylmethanamines, took place under the coupling conditions reported.
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46
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77950417415
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Inversion of configuration at the oxidative addition step has been reported in the Suzuki-Miyaura coupling of chiral alkyl triflates with aryl boronic acids
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Inversion of configuration at the oxidative addition step has been reported in the Suzuki-Miyaura coupling of chiral alkyl triflates with aryl boronic acids. He, A. and Falck, J. R. J. Am. Chem. Soc. 2010, 132, 2524
-
(2010)
J. Am. Chem. Soc.
, vol.132
, pp. 2524
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-
He, A.1
Falck, J.R.2
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